Ethyl 5-bromovalerate → HCID 13911280, compound

HRID 652252Notes

Reaction equation

HRID 652252 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][N:17]2[C:22](=[O:23])[C:21]3[S:24][CH:25]=[CH:26][C:20]=3[NH:19][C:18]2=[O:27])[CH2:11][CH2:10]1.Br[CH2:29][CH2:30][CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34]>CN(C)C=O>[CH2:36]([O:35][C:33]([CH2:32][CH2:31][CH2:30][CH2:29][N:19]1[C:20]2[CH:26]=[CH:25][S:24][C:21]=2[C:22](=[O:23])[N:17]([CH2:16][CH2:15][N:12]2[CH2:11][CH2:10][N:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[CH2:14][CH2:13]2)[C:18]1=[O:27])=[O:34])[CH3:37]

Participants

4

Reactant 2

HCID 84580Ethyl 5-bromovalerateHCID 139112783-[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]thieno[3,2-d]pyrimidine-2,4-dione

Product 1

HCID 13911280HCID 13911280, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The title compound was produced following the procedure of Example 13 using dimethylformamide as solvent, the thienopyrimidine-2,4-dione (3.0 g, 7.76 mmol) from Example 19, and ethyl 5-bromovalerate was used as the alkylating agent. The title compound was isolated in 82% yield (3.3 g), after recrystallization from EtOH, mp 118°-119° C.

Sources & evidence

ORD record
ord-327a54b744474d1dbfb4253781fa3085
Source dataset
uspto-grants-1987_06
Patent number
US04670560

Reaction notes

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