1,2-Dichloroethane → (3S)-N-[4-(pyrrolidinylimino)phenyl]-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

HRID 1432548ノート

反応式

HRID 1432548 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([N:11]2[C@H:20]([C:21]([OH:23])=O)[CH2:19][C:18]3[C:13](=[CH:14][C:15]([O:26][CH3:27])=[C:16]([O:24][CH3:25])[CH:17]=3)[CH2:12]2)=[O:10])=[CH:4][CH:3]=1.[N:28]1([N:33]=[C:34]2[CH:39]=[CH:38][C:37]([NH2:40])=[CH:36][CH2:35]2)[CH2:32][CH2:31][CH2:30][CH2:29]1.C(Cl)CCl>CN(C=O)C.O>[N:28]1([N:33]=[C:34]2[CH:35]=[CH:36][C:37]([NH:40][C:21]([C@@H:20]3[CH2:19][C:18]4[C:13](=[CH:14][C:15]([O:26][CH3:27])=[C:16]([O:24][CH3:25])[CH:17]=4)[CH2:12][N:11]3[C:9]([NH:8][C:5]3[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=3)=[O:10])=[O:23])=[CH:38][CH2:39]2)[CH2:29][CH2:30][CH2:31][CH2:32]1

参加物

6

反応物 3

HCID 111,2-DichloroethaneHCID 686963124-(Pyrrolidinylimino)phenylamineHCID 86606520(3S)-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

生成物 1

HCID 86606521(3S)-N-[4-(pyrrolidinylimino)phenyl]-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxamide収率 82.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of (3S)-2N-(4-chlorophenylaminocarbonyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (100 mg, 0.26 mmol) and 4-(pyrrolidinylimino)phenylamine (97 mg, 0.51 mmol) in DMF (4 mL) and H2O (1 mL) at room temperature, EDC (196 mg, 1.02 mmol) was added. The mixture was stirred at room temperature for 2 h. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound as a powder (118 mg). MS 562.2 and 564.2 (M+H, Cl pattern).

後処理

  1. concentrationIt was concentrated in vacuo
  2. customThe residue was purified by HPLC

出典と根拠

ORDレコード
ord-82b7713fe07442d7987d62d57949f4d1
出典データセット
uspto-grants-2009_11
特許番号
US07612089B2

反応ノート

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