2-Hydroxy-acetamidine hydrochloride → 2-Hydroxymethyl-4-phenyl-pyrimidine-5-carboxylic acid

HRID 650628Notes

Reaction equation

HRID 650628 reaction equation
C([O:3][C:4](=[O:18])[C:5]([C:10](=O)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:6]N(C)C)C.Cl.[OH:20][CH2:21][C:22]([NH2:24])=[NH:23]>>[OH:20][CH2:21][C:22]1[N:24]=[C:10]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:5]([C:4]([OH:18])=[O:3])=[CH:6][N:23]=1

Participants

3

Reactant 2

HCID 122173662-Hydroxy-acetamidine hydrochlorideHCID 54499154Ethyl-2-benzoyl-3-dimethylaminopropenoate

Product 1

HCID 217124172-Hydroxymethyl-4-phenyl-pyrimidine-5-carboxylic acid

Procedure

In an analogous manner to that described in example 3b) starting from 2-benzoyl-3-dimethylamino-acrylic acid ethyl ester and 2-hydroxy-acetamidine hydrochloride followed by saponification as described in Example 3c), there was obtained 2-hydroxymethyl-4-phenyl-pyrimidine-5-carboxylic acid.

Sources & evidence

ORD record
ord-563aed64921b494a95ff672a12405328
Source dataset
uspto-grants-2001_08
Patent number
US06274588B1

Reaction notes

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