Hydrochloric Acid → 1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-6-phenyl-3-piperidin-4-ylthieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

HRID 1476593Notes

Reaction equation

HRID 1476593 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[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])[N:3]=1.[ClH:38]>C(Cl)Cl.O1CCOCC1>[ClH:38].[CH3:1][C:2]1[O:6][N:5]=[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])[N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67258328tert-butyl 4-{1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate2×

Product 1

HCID 672595761-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-6-phenyl-3-piperidin-4-ylthieno[3,2-d]pyrimidine-2,4(1H,3H)-dione hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 4-{1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl}piperidine-1-carboxylate (2.86 g; compound B2) in DCM (100 ml) is added a solution of hydrogen chloride in 1,4-dioxane (10 ml, 4.0 M). The reaction mixture is stirred for 1 d at RT. The precipitate is filtered off, washed with diethyl ether and dried in vacuo to afford the title compound as a solid.

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with diethyl ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-9994b5d7429d4f86966ef14132a1aa15
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

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