Hydrochloric Acid → (4S,5R)-N-[(3-fluorophenyl)methyl]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-amine;hydrochloride

HRID 18736

반응식

HRID 18736 반응식
[ClH:1].C(OC([N:9]1[C@H:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C@H:12]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:11]=[C:10]1[NH:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=1)=O)(C)(C)C>CCOC(C)=O>[ClH:1].[C:14]1([C@H:13]2[C@@H:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[NH:11][C:10]([NH:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[CH:29]=3)=[N:9]2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68569694tert-butyl (4S,5R)-2-[(3-fluorophenyl)methylamino]-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate

생성물 1

HCID 68569066(4S,5R)-N-[(3-fluorophenyl)methyl]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-amine;hydrochloride

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Hydrogen chloride is bubbled into a solution of 87 (1.5 g, 3.37 mmol) in EtOAc (30 mL) for 1 min, and the solution is stirred at RT overnight. The solvent is removed by rotary evaporation, and the residue crystallized from dichloromethane and Et2O to give 1.05 g of the product 88. 1H NMR (DMSO-d6) δ 9.28 (t, 1 H), 8.68 (s, 1 H), 8.15 (s, 1 H), 7.35-7.10 (m, 3 H), 7.10-6.80 (m, 7 H), 6.80-6.50 (m, 4 H), 5.03 (s, 1 H), 4.80-4.45 (m, 2 H); MS: m/z 346 (M++1).

후처리

  1. customThe solvent is removed by rotary evaporation
  2. customthe residue crystallized from dichloromethane and Et2O

출처 및 근거

ORD 기록
ord-e780e390a62e483688f5d057b78ce16a
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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