Triethylamine → HCID 59764775, 화합물

HRID 406465

반응식

HRID 406465 반응식
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

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27333881-(Isocyanatomethyl)-4-methylbenzeneHCID 68899888HCID 68899888, 화합물

생성물 1

HCID 59764775HCID 59764775, 화합물수율 68%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-28fcf59ea7be42fda0561fec2ceba150
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08754107B2

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