Triethylamine → HCID 59764775、化合物

HRID 406465

反応式

HRID 406465 の反応式
Cl.Cl.[C:3]1([CH:9]2[CH2:14][CH2:13][N:12]([CH:15]3[CH2:19][CH2:18][NH:17][CH2:16]3)[CH2:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.[N:27]([CH2:30][C:31]1[CH:36]=[CH:35][C:34]([CH3:37])=[CH:33][CH:32]=1)=[C:28]=[O:29]>ClCCl>[CH3:37][C:34]1[CH:35]=[CH:36][C:31]([CH2:30][NH:27][C:28]([N:17]2[CH2:18][CH2:19][CH:15]([N:12]3[CH2:11][CH2:10][CH:9]([C:3]4[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=4)[CH2:14][CH2:13]3)[CH2:16]2)=[O:29])=[CH:32][CH:33]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27333881-(Isocyanatomethyl)-4-methylbenzeneHCID 68899888HCID 68899888、化合物

生成物 1

HCID 59764775HCID 59764775、化合物収率 68%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-phenyl-1-pyrrolidin-3-yl-piperidine dihydrochloride (preparation #7) (0.050 g, 0.165 mmol) and triethylamine (0.092 mL, 0.66 mmol) in dichloromethane (1 mL) was added 1-isocyanatomethyl-4-methyl-benzene (0.024 g, 0.165 mmol) and the reaction mixture was stirred at ambient temperature for about 16 h. The reaction mixture was concentrated in vacuo and the residue was purified by flash chromatography on silica gel using 5% MeOH/EtOAc as the mobile phase to give 3-(4-phenyl-piperidin-1-yl)-pyrrolidine-1-carboxylic acid 4-methyl-benzylamide (0.042 g, 68%). RP-HPLC (Table 1, Method b) Rt 1.72 min; m/z: (M+H)+ 378.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by flash chromatography on silica gel using 5% MeOH/EtOAc as the mobile phase

出典と根拠

ORDレコード
ord-28fcf59ea7be42fda0561fec2ceba150
出典データセット
uspto-grants-2014_06
特許番号
US08754107B2

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