Dimethylformamide → Methyl 3-[3-[4-[4(3-trifluoromethylpheny)piperazin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoate

HRID 2165200Notes

Reaction equation

HRID 2165200 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][N:19]3[C:24](=[O:25])[C:23]4=[CH:26][S:27][CH:28]=[C:22]4[NH:21][C:20]3=[O:29])[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.CN([CH:35]=[O:36])C>>[F:31][C:2]([F:1])([F:30])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][N:19]3[C:24](=[O:25])[C:23]4=[CH:26][S:27][CH:28]=[C:22]4[N:21]([CH2:22][CH2:23][C:24]([O:36][CH3:35])=[O:25])[C:20]3=[O:29])[CH2:13][CH2:14]2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 150706923-[4-[4-(3-Trifluoromethylphenyl)piperazin-1-yl]butyl]thieno[3,4-d]pyrimidine-2,4-dione

Product 1

HCID 86744071Methyl 3-[3-[4-[4(3-trifluoromethylpheny)piperazin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoateYield 80.5%

Procedure

The title compound was produced following the procedure of Example 1 using 4.28 g (9.5 mmol) of 3-[4-[4-(3-trifluoromethylphenyl)piperazin-1-yl]butyl]thieno[3,4-d]pyrimidine-2,4-dione in DMF at 45° C. for 16 hours to produce methyl 3-[3-[4-[4(3-trifluoromethylpheny)piperazin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoate in 80.5% yield (4.1 g).

Workup

  1. customat 45° C.
  2. customfor 16 hours

Sources & evidence

ORD record
ord-191fc986fefb4916b33533eb0c391b32
Source dataset
uspto-grants-1990_07
Patent number
US04939137

Reaction notes

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