Trifluoroacetic acid → N-(3-(1H-benzo[d]imidazol-2-yl)-1H-indazol-5-yl)-1,4-dimethylpiperidine-4-carboxamide

HRID 1047538노트

반응식

HRID 1047538 반응식
C(O)(C(F)(F)F)=O.[NH:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([NH:26][C:27]([C:29]3([CH3:36])[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]3)=[O:28])[CH:24]=2)[N:19](C2CCCCO2)[N:18]=1>C(Cl)Cl>[NH:10]1[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[N:8]=[C:9]1[C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([NH:26][C:27]([C:29]3([CH3:36])[CH2:34][CH2:33][N:32]([CH3:35])[CH2:31][CH2:30]3)=[O:28])[CH:24]=2)[NH:19][N:18]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 136352251N-(3-(1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)-1,4-dimethylpiperidine-4-carboxamide

생성물 1

HCID 136232553N-(3-(1H-benzo[d]imidazol-2-yl)-1H-indazol-5-yl)-1,4-dimethylpiperidine-4-carboxamide수율 51.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

TFA (0.1 mL, 1.587 mmol) was added to a solution of N-(3-(1H-benzo[d]imidazol-2-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)-1,4-dimethylpiperidine-4-carboxamide (5 mg, 0.010 mmol) in CH2Cl2 (4 mL). The reaction mixture was stirred at room temperature for 24 h, and then the solvent was removed in vacuo. Purification by flash chromatography (6% CH3OH/CH2Cl2) afforded the title compound (2 mg) as a white solid. 1H NMR (400 MHz, CD3OD): δ 8.49 (bs, 1H), 7.64 (m, 4H), 7.29 (m, 2H), 3.49 (m, 2H), 3.18 (m, 2H), 2.91 (s, 3H), 2.59 (m, 2H), 1.46 (m, 2H), 1.28 (s, 3H); ESI-MS [M+H]+: 389.3.

후처리

  1. customthe solvent was removed in vacuo
  2. customPurification by flash chromatography (6% CH3OH/CH2Cl2)

출처 및 근거

ORD 기록
ord-e4f64ab512144be997ccb77e653ca3c7
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569511B2

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