Hydrochloric Acid → HCID 178478591, compound

HRID 1260702Notes

Reaction equation

HRID 1260702 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][CH2:15][N:16]2[CH2:21][CH2:20][N:19]([C:22]3[N:23]=[CH:24][CH:25]=[C:26]4[CH:30]=[CH:29][S:28][C:27]=34)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:32].CCOCC>CCOC(C)=O.CO>[ClH:32].[ClH:32].[ClH:32].[S:28]1[C:27]2=[C:22]([N:19]3[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][C@H:11]4[CH2:12][CH2:13][C@H:8]([NH2:7])[CH2:9][CH2:10]4)[CH2:17][CH2:18]3)[N:23]=[CH:24][CH:25]=[C:26]2[CH:30]=[CH:29]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178453910HCID 178453910, compound

Product 1

HCID 178478591HCID 178478591, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Trans-{4-[2-(4-thieno[2,3-c]pyridin-7-yl-piperazin-1-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester (605 mg, 1.36 mmol) was dissolved in a mixture of EtOAc (10 ml) and MeOH (1 ml) and treated with 2 N HCl in Et2O (10 ml, 20 mmol). The resulting mixture was stirred 5 h at room temperature. A white precipitate was formed that was collected by filtration and washed with EtOAc. The solid was dried over night under high vacuum to yield trans-4-[2-(4-thieno[2,3-c]pyridin-7-yl-piperazin-1-yl)-ethyl]-cyclohexylamine trihydrochloride as a white solid (365 mg, 59%), MS (ISP) m/z=345.2 [(M+H)+].

Workup

  1. customA white precipitate was formed
  2. filtrationthat was collected by filtration
  3. washwashed with EtOAc
  4. customThe solid was dried over night under high vacuum

Sources & evidence

ORD record
ord-4cd855c8bf8d4e9eba6920298e407102
Source dataset
uspto-grants-2013_06
Patent number
US08470828B2

Reaction notes

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