Hydrochloric Acid → (4S,5R)-N-benzyl-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-amine;hydrochloride

HRID 18726노트

반응식

HRID 18726 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]=[CH:30][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:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)=[N:9]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68567154tert-butyl (4S,5R)-2-(benzylamino)-4,5-diphenyl-4,5-dihydroimidazole-1-carboxylate

생성물 1

HCID 68570665(4S,5R)-N-benzyl-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 77 (200 mg, 0.47 mmol) in EtOAc (10 mL) for 1 min, and the solution is stirred at RT overnight. The solvent is removed by rotary evaporation, and the residue is crystallized from dichloromethane and Et2O to give 130 mg of the product 78. 1H NMR (DMSO-d6) δ 9.80-8.30 (m, 3 H), 7.60-7.30 (m, 5 H), 7.20-7.00 (m, 6 H), 7.00-6.85 (m, 4 H), 5.49 (s, 2 H), 4.59 (d, 2 H); MS: m/z 328 (M++1).

후처리

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

출처 및 근거

ORD 기록
ord-728e2f40af9e48e5968780915d01c0d5
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741493B2

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