1,1'-Carbonyldiimidazole → HCID 59394510, 화합물

HRID 45115

반응식

HRID 45115 반응식
[CH2:1]([O:8][CH2:9][C:10]1[N:15]=[CH:14][N:13]=[C:12]([O:16][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[NH:22][CH:21]=[CH:20]3)[CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1N=CN([C:31]([N:33]2C=N[CH:35]=[CH:34]2)=[O:32])C=1.[CH3:38][O:39][C:40]1[CH:46]=CC(N)=[CH:42][C:41]=1[C:47]([F:50])([F:49])[F:48]>ClCCCl.C(Cl)Cl>[CH2:1]([O:8][CH2:9][C:10]1[N:15]=[CH:14][N:13]=[C:12]([O:16][C:17]2[CH:18]=[C:19]3[C:23](=[CH:24][CH:25]=2)[N:22]([C:31]([NH:33][C:34]2[CH:35]=[CH:46][C:40]([O:39][CH3:38])=[C:41]([C:47]([F:50])([F:49])[F:48])[CH:42]=2)=[O:32])[CH:21]=[CH:20]3)[CH:11]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 6007055-Amino-2-methoxybenzotrifluorideHCID 593942601H-Indole, 5-[[6-[(phenylmethoxy)methyl]-4-pyrimidinyl]oxy]-

생성물 1

HCID 59394510HCID 59394510, 화합물

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-(6-(benzyloxymethyl)pyrimidin-4-yloxy)-1H-indole (0.8 g, 2.41 mmol) in 35 mL of DCE, CDI (1.17 g, 7.24 mmol) is added followed by TEA (1 mL, 7.24 mmol). Mixture is stirred at rt overnight and then 4-methoxy-3-(trifluoromethyl)aniline (1.38 g, 7.24 mmol) is added followed by stirring for 4 days. The reaction is diluted with DCM, washed with saturated aqueous NaHCO3 (×2), brine, and the organic layer is dried over Na2SO4. After concentration, the residue is purified by FCC (5-60% EtOAc/heptane) to give the title compound. MS (ESI) m/z 549.1 (M+1).

후처리

  1. stirringby stirring for 4 days
  2. washwashed with saturated aqueous NaHCO3 (×2), brine
  3. dry with materialthe organic layer is dried over Na2SO4
  4. concentrationAfter concentration
  5. customthe residue is purified by FCC (5-60% EtOAc/heptane)

출처 및 근거

ORD 기록
ord-5f07ad80665e4cda83646908f72ce0a4
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541432B2

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