1,2-Dichloroethane → HCID 178454346, 화합물

HRID 1875182노트

반응식

HRID 1875182 반응식
[NH2:1][CH2:2][C:3]1[C:4]([F:22])=[C:5]([O:10][C:11]2[CH:12]=[C:13]([CH:16]=[C:17]([CH:19]3[CH2:21][CH2:20]3)[CH:18]=2)[C:14]#[N:15])[C:6]([Cl:9])=[CH:7][CH:8]=1.[CH3:23][C:24]([O:27][C:28]([N:30]([C:40]([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41])[C:31]1[NH:32][C:33]([C:37](O)=[O:38])=[C:34]([Cl:36])[N:35]=1)=[O:29])([CH3:26])[CH3:25].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C.CCOC(C)=O>[CH3:46][C:43]([O:42][C:40]([N:30]([C:31]1[NH:32][C:33]([C:37]([NH:1][CH2:2][C:3]2[CH:8]=[CH:7][C:6]([Cl:9])=[C:5]([O:10][C:11]3[CH:18]=[C:17]([CH:19]4[CH2:20][CH2:21]4)[CH:16]=[C:13]([C:14]#[N:15])[CH:12]=3)[C:4]=2[F:22])=[O:38])=[C:34]([Cl:36])[N:35]=1)[C:28]([O:27][C:24]([CH3:23])([CH3:25])[CH3:26])=[O:29])=[O:41])([CH3:44])[CH3:45]

참가 물질

7

반응물 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 68487554HCID 68487554, 화합물HCID 178454348HCID 178454348, 화합물

생성물 1

HCID 178454346HCID 178454346, 화합물수율 84%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 3-{[3-(aminomethyl)-6-chloro-2-fluorophenyl]oxy}-5-cyclopropylbenzonitrile (95 mg, 0.299 mmol), 2-(bis{[(1,1-dimethylethyl)oxy]carbonyl}amino)-4-chloro-1H-imidazole-5-carboxylic acid (120 mg, 0.299 mmol) and HOBT (45.7 mg, 0.299 mmol) in DMF (3 ml) was added EDC (57.2 mg, 0.299 mmol) and the reaction mixture was stirred at RT for 45 minutes. The reaction mixture was diluted with EtOAc and washed with water. The solvent was removed and the crude material bis(1,1-dimethylethyl)(4-chloro-5-{[({4-chloro-3-[(3-cyano-5-cyclopropylphenyl)oxy]-2-fluorophenyl}methyl)amino]carbonyl}-1H-imidazol-2-yl)imidodicarbonate (165 mg, 0.250 mmol, 84% yield) was used directly in the next step. LC-MS (ES+) m/z 660 [M+H].

후처리

  1. washwashed with water
  2. customThe solvent was removed

출처 및 근거

ORD 기록
ord-2679de7e8aa2410caa4a2f7f5f1b1be1
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304419B2

반응 노트

불러오는 중…