Hydrochloric Acid → 1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluorophenyl)-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

HRID 1476644Notes

Reaction equation

HRID 1476644 reaction equation
[CH2:1]([N:3]1[N:7]=[N:6][C:5]([CH2:8][N:9]2[C:14]3[CH:15]=[C:16]([C:18]4[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=4)[S:17][C:13]=3[C:12](=[O:25])[N:11]([CH:26]3[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]3)[C:10]2=[O:39])=[N:4]1)[CH3:2].[ClH:40]>O1CCOCC1>[ClH:40].[CH2:1]([N:3]1[N:7]=[N:6][C:5]([CH2:8][N:9]2[C:14]3[CH:15]=[C:16]([C:18]4[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=4)[S:17][C:13]=3[C:12](=[O:25])[N:11]([CH:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)[C:10]2=[O:39])=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67258396tert-butyl 4-{1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluorophenyl)-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate

Product 1

HCID 672596901-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluorophenyl)-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Tert-butyl 4-{1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluorophenyl)-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (292 mg, compound B60) and a solution of hydrogen chloride in 1,4-dioxane (1.3 ml, 4.0 M) in 1,4 dioxane (8 ml) are reacted according to the procedure described in example B78 to afford the title compound.

Sources & evidence

ORD record
ord-08f57c0c9a644f4aa53dbb7bf30ccf30
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

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