Water → (S)-1-((S)-2-((S)-2-acrylamidopropanamido)-3,3-dimethylbutanoyl)-N-(4-(3-chloro-2,4-difluorophenylamino)-7-methoxyquinazolin-6-yl)pyrrolidine-2-carboxamide hydrochloride

HRID 75708노트

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HRID 75708 반응식
Cl.[NH2:2][C@@H:3]([CH3:44])[C:4]([NH:6][C@@H:7]([C:40]([CH3:43])([CH3:42])[CH3:41])[C:8]([N:10]1[CH2:14][CH2:13][CH2:12][C@H:11]1[C:15]([NH:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][C:27]=1[O:28][CH3:29])[N:24]=[CH:23][N:22]=[C:21]2[NH:30][C:31]1[CH:36]=[CH:35][C:34]([F:37])=[C:33]([Cl:38])[C:32]=1[F:39])=[O:16])=[O:9])=[O:5].C([O-])(O)=O.[Na+].O.[C:51](Cl)(=[O:54])[CH:52]=[CH2:53]>C1COCC1>[ClH:38].[C:51]([NH:2][C@@H:3]([CH3:44])[C:4]([NH:6][C@@H:7]([C:40]([CH3:43])([CH3:42])[CH3:41])[C:8]([N:10]1[CH2:14][CH2:13][CH2:12][C@H:11]1[C:15]([NH:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][C:27]=1[O:28][CH3:29])[N:24]=[CH:23][N:22]=[C:21]2[NH:30][C:31]1[CH:36]=[CH:35][C:34]([F:37])=[C:33]([Cl:38])[C:32]=1[F:39])=[O:16])=[O:9])=[O:5])(=[O:54])[CH:52]=[CH2:53]

참가 물질

6

반응물 4

HCID 962WaterHCID 13140Acryloyl chlorideHCID 516892Sodium Bicarbonate2회HCID 86688404(S)-1-((S)-2-((S)-2-aminopropanamido)-3,3-dimethylbutanoyl)-N-(4-(3-chloro-2,4-difluorophenylamino)-7-methoxyquinazolin-6-yl)pyrrolidine-2-carboxamide hydrochloride

생성물 1

HCID 86688403(S)-1-((S)-2-((S)-2-acrylamidopropanamido)-3,3-dimethylbutanoyl)-N-(4-(3-chloro-2,4-difluorophenylamino)-7-methoxyquinazolin-6-yl)pyrrolidine-2-carboxamide hydrochloride수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

The compound (30 mg, 0.046 mmol) obtained in Example 12 and NaHCO3 (11.6 mg, 0.14 mmol) were dissolved in THF (0.8 mL): H2O (0.2 mL), and acryloyl chloride (0.004 mL, 0.046 mmol) was added thereto at 0° C. The mixture was stirred at 0° C. for 30 min, and an aqueous solution of NaHCO3 was added thereto, followed by washing several times with chloroform. The organic layer was dried over sodium sulfate, filtered and distilled under reduced pressure, and purified by column chromatography to obtain the title compound (15 mg, 8%).

후처리

  1. customat 0° C
  2. washby washing several times with chloroform
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. distillationdistilled under reduced pressure
  6. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-f2dff88f1c8b4db09d869ade374c63c4
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835458B2

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