Methyl 3-[3-[4-[4-(4-fluorobenzoyl)piperidin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoate → 3-[3-[4-[4-(4-Fluorobenzoyl)piperidin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoic acid

HRID 2165204Notes

Reaction equation

HRID 2165204 reaction equation
[F:1][C:2]1[CH:36]=[CH:35][C:5]([C:6]([CH:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:23](=[O:24])[C:22]4=[CH:25][S:26][CH:27]=[C:21]4[N:20]([CH2:28][CH2:29][C:30]([O:32]C)=[O:31])[C:19]3=[O:34])[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1>CCOCC>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]3[C:23](=[O:24])[C:22]4=[CH:25][S:26][CH:27]=[C:21]4[N:20]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])[C:19]3=[O:34])[CH2:12][CH2:13]2)=[O:7])=[CH:35][CH:36]=1

Participants

3

Reactant 1

HCID 15070686Methyl 3-[3-[4-[4-(4-fluorobenzoyl)piperidin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoate

Product 1

HCID 230436803-[3-[4-[4-(4-Fluorobenzoyl)piperidin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoic acidYield 86.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The above ester (1.6 g, 3.1 mmol) was hydrolyzed to its corresponding carboxylic acid as described in Example 1. There was obtained 1.35 g (86.7%) of 3-[3-[4-[4-(4-fluorobenzoyl)piperidin-1-yl]butyl]-2,4-dioxothieno[3,4-d]pyrimidin-1-yl]propanoic acid after trituration with ether.

Sources & evidence

ORD record
ord-e36e34e24b1c4ce0a3e9e9741dc33cbd
Source dataset
uspto-grants-1990_07
Patent number
US04939137

Reaction notes

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