1,3-Dimethyl-2-imidazolidinone → HCID 67277927, 화합물

HRID 1696231노트

반응식

HRID 1696231 반응식
Cl[C:2]1[C:7]([C:8]([NH2:10])=[O:9])=[CH:6][N:5]=[C:4]2[NH:11][C:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)=[CH:13][C:3]=12.Cl.[CH3:22][C@@H:23]1[CH2:28][CH2:27][CH2:26][CH2:25][C@@H:24]1[NH2:29].C(N(CC)C(C)C)(C)C.CN1CCN(C)C1=O>CCOC(C)=O>[F:20][C:17]1[CH:18]=[CH:19][C:14]([C:12]2[NH:11][C:4]3=[N:5][CH:6]=[C:7]([C:8]([NH2:10])=[O:9])[C:2]([NH:29][C@H:24]4[CH2:25][CH2:26][CH2:27][CH2:28][C@H:23]4[CH3:22])=[C:3]3[CH:13]=2)=[CH:15][CH:16]=1

참가 물질

6

반응물 4

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 81531DiisopropylethylamineHCID 119839064-Chloro-2-(4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxamideHCID 672780792-Methylcyclohexylamine hydrochloride, (1S,2R)-

생성물 1

HCID 67277927HCID 67277927, 화합물수율 15.5%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

4-Chloro-2-(4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (70 mg),(1S,2R)-2-methylcyclohexanamine hydrochloride (108.5 mg),N,N-diisopropylethylamine (0.126 ml) and 1,3-dimethyl-2-imidazolidinone (0.35 ml) were combined and irradiated microwave at 16° C. for 1 hour. After cooled to ambient temperature, the mixture was diluted in EtOAc. The organic solution was washed with saturated aqueous sodium hydrogencarbonate, dried over MgSO4 and evaporated in vacuo. The residue was purified by preparative NH2 silica gel column chromatography with 5% methanol in chloroform to give 2-(4-fluorophenyl)-4-{[(1S,2R)-2-methylcyclohexyl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (13.7 mg) as an off-white solid.

후처리

  1. customirradiated microwave at 16° C. for 1 hour
  2. washThe organic solution was washed with saturated aqueous sodium hydrogencarbonate
  3. dry with materialdried over MgSO4
  4. customevaporated in vacuo
  5. customThe residue was purified by preparative NH2 silica gel column chromatography with 5% methanol in chloroform

출처 및 근거

ORD 기록
ord-287af73f70f647a7a0f9a8102448cc02
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163767B2

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