Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate → HCID 73295124, compound

HRID 524821Notes

Reaction equation

HRID 524821 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH2:20]Br)[NH:12][C:11]([C:22]2[S:23][CH:24]=[CH:25][N:26]=2)=[N:10]1.Cl.[CH3:28][CH:29]([CH2:33][CH:34]1[CH2:39][O:38][CH2:37][CH2:36][NH:35]1)[C:30]([OH:32])=[O:31]>>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH:9]1[N:10]=[C:11]([C:22]2[S:23][CH:24]=[CH:25][N:26]=2)[NH:12][C:13]([CH2:20][N:35]2[CH2:36][CH2:37][O:38][CH2:39][CH:34]2[CH2:33][CH:29]([CH3:28])[C:30]([OH:32])=[O:31])=[C:14]1[C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

3

Reactant 2

HCID 59495567Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylateHCID 90043742HCID 90043742, compound

Product 1

HCID 73295124HCID 73295124, compoundYield 25%

Procedure

Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (3.02 g, 6 mmol) was reacted with 2-methyl-3-(morpholin-3-yl)propanoic acid hydrochloride (1.26 g, 6 mmol) according to the procedure as described in Example 1, Step C to give the title compound as a yellow solid (0.89 g, 25%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-3327d029b61e41c09b5c5eb4bf9612ad
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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