Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate → HCID 73294952, compound

HRID 524820Notes

Reaction equation

HRID 524820 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][C:29]([CH:35]1[CH2:40][O:39][CH2:38][CH2:37][NH:36]1)([CH3:34])[CH2:30][C:31]([OH:33])=[O:32]>>[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:36]2[CH2:37][CH2:38][O:39][CH2:40][CH:35]2[C:29]([CH3:34])([CH3:28])[CH2:30][C:31]([OH:33])=[O:32])=[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 90043453HCID 90043453, compound

Product 1

HCID 73294952HCID 73294952, compoundYield 41%

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 3-methyl-3-(morpholin-3-yl)butanoic acid hydrochloride (1.34 g, 6 mmol) according to the procedure as described in Example 1, Step C to give the title compound as a yellow solid (1.5 g, 41%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-7c57517bc7a847a69e30d2967746d208
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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