Dimethylformamide → Methyl 3-[3-[5-[4-(2-methoxyphenyl)piperazin-1-yl]pentyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoate

HRID 2165197Notes

Reaction equation

HRID 2165197 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N:20]2[C:25](=[O:26])[C:24]3=[CH:27][S:28][CH:29]=[C:23]3[NH:22][C:21]2=[O:30])[CH2:11][CH2:10]1.CN([CH:34]=[O:35])C>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][N:20]2[C:25](=[O:26])[C:24]3=[CH:27][S:28][CH:29]=[C:23]3[N:22]([CH2:5][CH2:4][C:3]([O:35][CH3:34])=[O:2])[C:21]2=[O:30])[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 156976693-[5-[4-(2-Methoxyphenyl)piperazin-1-yl]pentyl]thieno[3,4-d]-pyrimidine-2,4-dione

Product 1

HCID 15697679Methyl 3-[3-[5-[4-(2-methoxyphenyl)piperazin-1-yl]pentyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoateYield 23%

Procedure

The title compound was produced following the procedure of Example 1 using 9.91 g (23 mmol) of 3-[5-[4-(2-methoxyphenyl)piperazin-1-yl]pentyl]thieno[3,4-d]-pyrimidine-2,4-dione in DMF for several days to produce methyl 3-[3-[5-[4-(2-methoxyphenyl)piperazin-1-yl]pentyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoate in 23% yield (2.8 g). A portion of this material was converted to its brown hydrochloride salt using 2-propanol/HCl.

Workup

  1. customfor several days

Sources & evidence

ORD record
ord-a249762ccaa64444bf703f3fcf91e11f
Source dataset
uspto-grants-1990_07
Patent number
US04939137

Reaction notes

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