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RU2012126864A - Малеатные соли (е)-n-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида и их кристаллические формы - Google Patents

Малеатные соли (е)-n-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида и их кристаллические формы Download PDF

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RU2012126864A
RU2012126864A RU2012126864/04A RU2012126864A RU2012126864A RU 2012126864 A RU2012126864 A RU 2012126864A RU 2012126864/04 A RU2012126864/04 A RU 2012126864/04A RU 2012126864 A RU2012126864 A RU 2012126864A RU 2012126864 A RU2012126864 A RU 2012126864A
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anilino
dimethylamino
ethoxy
cyano
pyridinylmethoxy
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Кингхонг ЛУ
Маннчинг Шерри КУ
Уоррен ЧУ
Глория К. ЧИЛ
Энтони Ф. ХЭДФИЛД
Махмуд Мирмехраби
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ВАЙЕТ ЭлЭлСи
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Abstract

1. Способ получения (Е)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида (нератиниба) в виде малеатной моногидратной соли, включающий стадии:1) смешивания (Е)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида и малеиновой кислоты в водноспиртовом растворе при температуре в диапазоне от примерно 50°C до примерно 60°C;2) охлаждения указанного раствора до температуры примерно 40°C и поддержания охлажденного раствора при примерно 40°C в течение примерно 12 часов для осаждения малеатной соли;3) дополнительного охлаждения охлажденного раствора до комнатной температуры (примерно 25°C) в течение минимум 4 часов и поддержания дополнительно охлажденного раствора при комнатной температуре (примерно 25°C) в течение по меньшей мере 2 часов; и4) фильтрации поддерживаемого дополнительно охлажденного раствора с получением кристаллического моногидрата (Е)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата.2. Способ по п.1, где полученный кристаллический моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата включает моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата, Форму II.3. Способ по п.2, где полученный кристаллический моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата, Форма II, характеризуется пиками рентгеновской дифракции при следующих 2θ-углах (±0,20°) в его рентгеновской дифрактограмме: 6.53, 8.43, 10.16, 12.19, 12.47, 13.01

Claims (5)

1. Способ получения (Е)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида (нератиниба) в виде малеатной моногидратной соли, включающий стадии:
1) смешивания (Е)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида и малеиновой кислоты в водноспиртовом растворе при температуре в диапазоне от примерно 50°C до примерно 60°C;
2) охлаждения указанного раствора до температуры примерно 40°C и поддержания охлажденного раствора при примерно 40°C в течение примерно 12 часов для осаждения малеатной соли;
3) дополнительного охлаждения охлажденного раствора до комнатной температуры (примерно 25°C) в течение минимум 4 часов и поддержания дополнительно охлажденного раствора при комнатной температуре (примерно 25°C) в течение по меньшей мере 2 часов; и
4) фильтрации поддерживаемого дополнительно охлажденного раствора с получением кристаллического моногидрата (Е)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата.
2. Способ по п.1, где полученный кристаллический моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата включает моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата, Форму II.
3. Способ по п.2, где полученный кристаллический моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата, Форма II, характеризуется пиками рентгеновской дифракции при следующих 2θ-углах (±0,20°) в его рентгеновской дифрактограмме: 6.53, 8.43, 10.16, 12.19, 12.47, 13.01, 15.17, 16.76, 17.95, 19.86, 21.11, 21.88, 23.22, 23.78, 25.69, 26.17, 27.06, 27.58, 28.26, 28.73 и 29.77.
4. Способ по п.3, где полученный кристаллический моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата, Форма II, имеет рентгеновскую дифрактограмму по существу такую, как показана на Фиг.7.
5. Способ по п.4, где полученный кристаллический моногидрат (E)-N-{4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил}-4-(диметиламино)-2-бутенамида малеата, Форма II, имеет содержание воды от примерно 2,5 до 2,7% масс.
RU2012126864A 2007-10-17 2012-06-28 Малеатные соли (Е)-N-{ 4-[3-хлор-4-(2-пиридинилметокси)анилино]-3-циано-7-этокси-6-хинолинил} -4-(диметиламино)-2-бутенамида и их кристаллические формы RU2621719C2 (ru)

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