Hydrochloric Acid → 2-Amino-3-(4-chlorophenyl)-1-[4-(6-thiophen-3-yl-thieno[3,2-d]pyrimidin-4-yl)-piperazin-1-yl]-propan-1-one dihydrochloride

HRID 1192312Notes

Reaction equation

HRID 1192312 reaction equation
C(OC(=O)[NH:7][CH:8]([CH2:31][C:32]1[CH:37]=[CH:36][C:35]([Cl:38])=[CH:34][CH:33]=1)[C:9](=[O:30])[N:10]1[CH2:15][CH2:14][N:13]([C:16]2[C:17]3[S:24][C:23]([C:25]4[CH:29]=[CH:28][S:27][CH:26]=4)=[CH:22][C:18]=3[N:19]=[CH:20][N:21]=2)[CH2:12][CH2:11]1)(C)(C)C.[ClH:40]>C(Cl)Cl.O1CCOCC1>[ClH:38].[ClH:40].[NH2:7][CH:8]([CH2:31][C:32]1[CH:33]=[CH:34][C:35]([Cl:38])=[CH:36][CH:37]=1)[C:9]([N:10]1[CH2:11][CH2:12][N:13]([C:16]2[C:17]3[S:24][C:23]([C:25]4[CH:29]=[CH:28][S:27][CH:26]=4)=[CH:22][C:18]=3[N:19]=[CH:20][N:21]=2)[CH2:14][CH2:15]1)=[O:30]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67539661{1-(4-Chlorobenzyl)-2-oxo-2-[4-(6-thiophen-3-yl-thieno[3,2-d]pyrimidin-4-yl)-piperazin-1-yl]-ethyl}-carbamic acid tert-butyl ester

Product 1

HCID 675386602-Amino-3-(4-chlorophenyl)-1-[4-(6-thiophen-3-yl-thieno[3,2-d]pyrimidin-4-yl)-piperazin-1-yl]-propan-1-one dihydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of product {1-(4-chlorobenzyl)-2-oxo-2-[4-(6-thiophen-3-yl-thieno[3,2-d]pyrimidin-4-yl)-piperazin-1-yl]-ethyl}-carbamic acid tert-butyl ester in DCM (4 mL) was added HCl in Dioxane (4M, 1 mL). The mixture was stirred at room temperature for 4 hours. The solvent was removed to afford the product 2-Amino-3-(4-chlorophenyl)-1-[4-(6-thiophen-3-yl-thieno[3,2-d]pyrimidin-4-yl)-piperazin-1-yl]-propan-1-one dihydrochloride quantitatively. MS (ESI+) [M+H]+ 484.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-f14ef4e9015347ea9d99a6d33d9ba246
Source dataset
uspto-grants-2014_03
Patent number
US08680114B2

Reaction notes

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