Potassium Carbonate → (4,4-Difluoro-piperidin-1-yl)-[5-[3-((2r,5r)-2,5-dimethyl-pyrrolidin-1-yl)-propoxy]-1h-pyrrolo[2,3-b]pyridin-2-yl]-methanone

HRID 1437697

반응식

HRID 1437697 반응식
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[CH:14]=[C:13]([C:15]([N:17]3[CH2:22][CH2:21][C:20]([F:24])([F:23])[CH2:19][CH2:18]3)=[O:16])[NH:12][C:9]2=[N:10][CH:11]=1.[CH3:25][C@H:26]1[NH:30][C@H:29]([CH3:31])[CH2:28][CH2:27]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:23][C:20]1([F:24])[CH2:21][CH2:22][N:17]([C:15]([C:13]2[NH:12][C:9]3=[N:10][CH:11]=[C:6]([O:5][CH2:4][CH2:3][CH2:2][N:30]4[C@H:26]([CH3:25])[CH2:27][CH2:28][C@H:29]4[CH3:31])[CH:7]=[C:8]3[CH:14]=2)=[O:16])[CH2:18][CH2:19]1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 6417672,5-Dimethylpyrrolidine, (2R,5R)-HCID 68424352[5-(3-Chloro-propoxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone

생성물 1

HCID 16727338(4,4-Difluoro-piperidin-1-yl)-[5-[3-((2r,5r)-2,5-dimethyl-pyrrolidin-1-yl)-propoxy]-1h-pyrrolo[2,3-b]pyridin-2-yl]-methanone수율 6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

The title compound was synthesized in analogy to example 1, intermediate a), from [5-(3-chloro-propoxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone, (2R,5R)-(−)-trans-2,5-dimethylpyrrolidine (commercially available) and potassium carbonate in acetonitrile to give 23 mg (6%) of the desired product as a light yellow solid.

출처 및 근거

ORD 기록
ord-eaf599336a614d43b7b5c750f299e0fd
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07622466B2

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