HCID 86672131, 화합물 → (5-amino-pyridin-3-yl)-[7-bicyclo[1.1.1]pent-1-yl-2-(4-methoxy-benzylamino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-methanone

HRID 82302노트

반응식

HRID 82302 반응식
C(=[N:14][C:15]1[CH:16]=[C:17]([C:21]([C:23]2[C:31]3[CH:30]=[N:29][C:28]([NH:32][CH2:33][C:34]4[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=4)=[N:27][C:26]=3[N:25]([C:42]34[CH2:46][CH:44]([CH2:45]3)[CH2:43]4)[CH:24]=2)=[O:22])[CH:18]=[N:19][CH:20]=1)(C1C=CC=CC=1)C1C=CC=CC=1>C1COCC1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>[NH2:14][C:15]1[CH:16]=[C:17]([C:21]([C:23]2[C:31]3[CH:30]=[N:29][C:28]([NH:32][CH2:33][C:34]4[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=4)=[N:27][C:26]=3[N:25]([C:42]34[CH2:45][CH:44]([CH2:43]3)[CH2:46]4)[CH:24]=2)=[O:22])[CH:18]=[N:19][CH:20]=1

참가 물질

4

반응물 1

HCID 86672131HCID 86672131, 화합물

생성물 1

HCID 70817455(5-amino-pyridin-3-yl)-[7-bicyclo[1.1.1]pent-1-yl-2-(4-methoxy-benzylamino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-methanone수율 92%

시약·촉매·용매 2

HCID 311Citric Acid용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of [5-(Benzhydrylidene-amino)-pyridin-3-yl]-[7-bicyclo[1.1.1]pent-1-yl-2-(4-methoxy-benzylamino)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-methanone (Preparation 286, 475 mg, 0.78 mmol) in THF (15 mL), citric acid (15 mL of a 1N aq. solution) was added at room temperature and the reaction mixture stirred for 2 hours. The reaction was then quenched with sat. aq. Na2CO3 solution and extracted with EtOAc (2×25 mL). The combined organic phases were dried (Na2SO4) and evaporated in vacuo. Purification by column chromatography on neutral alumina (Methanol:DCM 3:97) to afford the title compound as a pale yellow solid in 92% yield, 320 mg.

후처리

  1. customThe reaction was then quenched with sat. aq. Na2CO3 solution
  2. extractionextracted with EtOAc (2×25 mL)
  3. dry with materialThe combined organic phases were dried (Na2SO4)
  4. customevaporated in vacuo
  5. customPurification by column chromatography on neutral alumina (Methanol:DCM 3:97)

출처 및 근거

ORD 기록
ord-1c644da31a14433186b5903105c50589
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846698B2

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