Hydrochloric Acid → 2-{2[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

HRID 47289

반응식

HRID 47289 반응식
C(S[C:4](=S)[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:6]=1[CH2:12][CH2:13][C:14]1[CH:19]=[C:18]([Br:20])[CH:17]=[CH:16][C:15]=1[O:21][CH3:22])C.Cl.[NH2:25][C@@H:26]1[CH2:31][CH2:30][CH2:29][CH2:28][C@H:27]1[NH2:32]>O>[Br:20][C:18]1[CH:17]=[CH:16][C:15]([O:21][CH3:22])=[C:14]([CH2:13][CH2:12][C:6]2[C:7]([Cl:11])=[CH:8][CH:9]=[CH:10][C:5]=2[C:4]2[NH:32][CH:27]3[CH2:28][CH2:29][CH2:30][CH2:31][CH:26]3[N:25]=2)[CH:19]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 438061,2-Diaminocyclohexane, trans-HCID 206283942-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-dithiobenzoic acid ethyl ester

생성물 1

HCID 227447592-{2[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-phenyl}-3a,4,5,6,7,7a-hexahydro-1H-benzoimidazole

시약·촉매·용매 1

HCID 962Water용매

실험 절차

As shown in Scheme 12, a solution of 187 mg (0.43 mmol) of 2-[2-(5-Bromo-2-methoxy-phenyl)-ethyl]-3-chloro-dithiobenzoic acid ethyl ester in 2.5 mL of trans-1,2 diaminocyclohexane was heated to 110° C. in a sealed pressure tube for 12 hours. The reaction mixture was diluted with water and extracted with methylene chloride twice. The organic extracts were washed with brine, dried (MgSO4) and evaporated. The residue was chromatographed on silica gel (eluting with 95:5 CH2Cl2/methanol) to give a yellow oil. The oil was treated with methanolic HCl and evaporated to yield 34 mg of product as a pure hydrochloride salt.

후처리

  1. extractionextracted with methylene chloride twice
  2. washThe organic extracts were washed with brine
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was chromatographed on silica gel (eluting with 95:5 CH2Cl2/methanol)
  6. customto give a yellow oil
  7. customevaporated

출처 및 근거

ORD 기록
ord-cfa60ca8533b4b33a554dcc851da896b
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699873B1

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