1,3-Dimethyl-2-imidazolidinone → HCID 67277927、化合物

HRID 1696231ノート

反応式

HRID 1696231 の反応式
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

参加物

6

反応物 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)-

生成物 1

HCID 67277927HCID 67277927、化合物収率 15.5%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-287af73f70f647a7a0f9a8102448cc02
出典データセット
uspto-grants-2012_04
特許番号
US08163767B2

反応ノート

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