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

HRID 1476640Notes

Reaction equation

HRID 1476640 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][C:19]=4[O:25][CH3:26])[S:17][C:13]=3[C:12](=[O:27])[N:11]([CH:28]3[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]3)[C:10]2=[O:41])=[N:4]1)[CH3:2].[ClH:42]>O1CCOCC1>[ClH:42].[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][C:19]=4[O:25][CH3:26])[S:17][C:13]=3[C:12](=[O:27])[N:11]([CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[C:10]2=[O:41])=[N:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67258599tert-butyl 4-{1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluoro-2-methoxyphenyl)-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate

Product 1

HCID 672587221-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluoro-2-methoxyphenyl)-3-(piperidin-4-yl)thieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 4-{1-[(2-ethyl-2H-tetrazol-5-yl)methyl]-6-(4-fluoro-2-methoxyphenyl)-2,4-dioxo-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (432 mg, compound B56) in 1,4 dioxane (10 ml) is added a solution of hydrogen chloride in 1,4-dioxane (1.845 ml, 4.0 M). The reaction mixture is stirred for 3 d at RT. All volatiles are evaporated, the residue is treated with DCM and after removal of the solvent under reduced pressure the title compound is obtained as a solid.

Workup

  1. customAll volatiles are evaporated
  2. additionthe residue is treated with DCM
  3. customafter removal of the solvent under reduced pressure the title compound
  4. customis obtained as a solid

Sources & evidence

ORD record
ord-68309aef9d6e4b5bb99d920115fa285a
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

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