Hydrochloric Acid → HCID 178478593, compound

HRID 2042405Notes

Reaction equation

HRID 2042405 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[C:27]4[CH:28]=[CH:29][S:30][C:26]=4[CH:25]=[CH:24][N:23]=3)[CH2:18][CH2:17]2)[CH2:10][CH2:9]1)(C)(C)C.[ClH:32].CCOC(C)=O>CO>[ClH:32].[ClH:32].[ClH:32].[S:30]1[C:26]2[CH:25]=[CH:24][N:23]=[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)[C:27]=2[CH:28]=[CH:29]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 178453912HCID 178453912, compound

Product 1

HCID 178478593HCID 178478593, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

{trans-4-[2-(4-Thieno[3,2-c]pyridin-4-yl-piperazin-1-yl)-ethyl]-cyclohexyl}-carbamic acid tert-butyl ester (1.2 g, 3 mmol) was treated with 1 N HCl in EtOAc (40 ml, 40 mmol) and MeOH (0.74 ml) and the resulting mixture was stirred 4 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[3,2-c]pyridin-4-yl-piperazin-1-yl)-ethyl]-cyclohexylamine trihydrochloride as a white powder (1.2 g, 94%), MS (ISP) m/z=345.1 [(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-554f94c2724846748bee6d8935078529
Source dataset
uspto-grants-2013_11
Patent number
US08586579B2

Reaction notes

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