Hydrochloric Acid → 1-[(4-methyl-1,3-thiazol-2-yl)methyl]-6-phenyl-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

HRID 1476604Notes

Reaction equation

HRID 1476604 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([CH2:7][N:8]2[C:13]3[CH:14]=[C:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[S:16][C:12]=3[C:11](=[O:23])[N:10]([CH:24]3[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]3)[C:9]2=[O:37])[S:5][CH:6]=1.[ClH:38]>O1CCOCC1>[ClH:38].[CH3:1][C:2]1[N:3]=[C:4]([CH2:7][N:8]2[C:13]3[CH:14]=[C:15]([C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[S:16][C:12]=3[C:11](=[O:23])[N:10]([CH:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)[C:9]2=[O:37])[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67258239tert-butyl 4-{1-[(4-methyl-1,3-thiazol-2-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate

Product 1

HCID 672592261-[(4-methyl-1,3-thiazol-2-yl)methyl]-6-phenyl-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A suspension of tert-butyl 4-{1-[(4-methyl-1,3-thiazol-2-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (500 mg; compound B13) in a solution of hydrogen chloride in 1,4-dioxane (7 ml, 4.0 M) is stirred for 2.5 h at RT. The suspension is filtered and the filter cake is washed with 1,4-dioxane to give the title compound as a solid.

Workup

  1. filtrationThe suspension is filtered
  2. washthe filter cake is washed with 1,4-dioxane

Sources & evidence

ORD record
ord-7dbb5a039b034de08e537a872dbb0b70
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

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