Hydrochloric Acid → HCID 178496995, 화합물

HRID 1898353

반응식

HRID 1898353 반응식
[NH2:1][C:2]1[C:7]2[NH:8][C:9]([NH:11][C:12]3[C:17]([F:18])=[CH:16][CH:15]=[CH:14][C:13]=3[Cl:19])=[N:10][C:6]=2[CH:5]=[C:4]([C:20]([O:22][CH3:23])=[O:21])[C:3]=1[OH:24].Cl.[CH:26]1([C:29](=N)OCC)[CH2:28][CH2:27]1>C(Cl)Cl>[Cl:19][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]([F:18])[C:12]=1[NH:11][C:9]1[NH:8][C:7]2[C:2]3[N:1]=[C:29]([CH:26]4[CH2:28][CH2:27]4)[O:24][C:3]=3[C:4]([C:20]([O:22][CH3:23])=[O:21])=[CH:5][C:6]=2[N:10]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14518434Ethyl cyclopropanecarboximidateHCID 178496998HCID 178496998, 화합물

생성물 1

HCID 178496995HCID 178496995, 화합물수율 35.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
2.5 °C

실험 절차

Under N2 atmosphere to a cold solution of methyl 7-amino-2-[(2-chloro-6-fluorophenyl)amino]-6-hydroxy-1H-benzimidazole-5-carboxylate (0.400 g, 1.05 mmol) in DCM (25 mL), was added HCl salt of ethyl cyclopropanecarboximidate (Intermediate-57, 0.234 g, 1.57 mmol) at 0° C. The reaction mass was stirred at 0-5° C. for 1 h and at RT for 24 h. The obtained crude was purified by column chromatography on neutral alumina eluting with 1.0-2.0% MeOH:DCM to afford 0.150 g of the desired product. (DMSO-d6): δ 1.23 (m, 4H), 2.26 (m, 1H), 3.88 (s, 3H), 6.75 (s, 1H), 7.39 (m, 1H), 7.51 (m, 2H), 7.70 (s, 1H), 9.37 (s, 1H), 11.59 (s, 1H); MS [M+H]+: 401.21.

후처리

  1. customThe obtained crude
  2. customwas purified by column chromatography on neutral alumina eluting with 1.0-2.0% MeOH

출처 및 근거

ORD 기록
ord-0711593ed8774ad1b791117f9be7dc6e
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08519149B2

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