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

HRID 2223328

反応式

HRID 2223328 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

As shown in Scheme 25, 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.

後処理

  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

出典と根拠

ORDレコード
ord-89a4d5485ca1436e9fdc33c04302b082
出典データセット
uspto-grants-2008_05
特許番号
US07375125B2

関連ノート

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