3-Methoxybenzaldehyde → 5-Chloro-2-methylthio-N-[2-amino-1-{3-methoxyphenyl}-2-oxoethyl]-N-(4-methylbenzyl)pyrimidine-4-carboxamide

HRID 895284Notes

Reaction equation

[Cl:1][C:2]1[C:3]([C:10]([N:12]([CH:21]([C:25]2[CH:34]=[CH:33][C:28]3OC[CH2:31][O:32][C:27]=3[CH:26]=2)[C:22]([NH2:24])=[O:23])[CH2:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)=[O:11])=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1.COC1C=C(C=CC=1)C=O>>[Cl:1][C:2]1[C:3]([C:10]([N:12]([CH:21]([C:25]2[CH:34]=[CH:33][CH:28]=[C:27]([O:32][CH3:31])[CH:26]=2)[C:22]([NH2:24])=[O:23])[CH2:13][C:14]2[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH:19]=2)=[O:11])=[N:4][C:5]([S:8][CH3:9])=[N:6][CH:7]=1

Participants

Reactant 2

HCID 115693-Methoxybenzaldehyde

HCID 100061165-Chloro-2-methylthio-N-[2-amino-1-{1,4-benzodioxan-6-yl}-2-oxoethyl]-N-(4-methylbenzyl)pyrimidine-4-carboxamide

Product 1

HCID 223861855-Chloro-2-methylthio-N-[2-amino-1-{3-methoxyphenyl}-2-oxoethyl]-N-(4-methylbenzyl)pyrimidine-4-carboxamide

Procedure

This was prepared in the same manner as the product from example 242, using 3-methoxybenzaldehyde as the aldehyde component, to return the title compound as a solid, 1.74 g, (76%).

Sources & evidence

ORD record: ord-62a25349603345e39939956cea943489
Source dataset: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06914160B1

Reaction notes

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