HCID 20373768, compound → HCID 118107628, compound

HRID 524798Notes

Reaction equation

HRID 524798 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.[NH:27]1[CH2:32][CH2:31][O:30][CH:29]([CH2:33][CH2:34][C:35]([NH2:37])=[O:36])[CH2:28]1>>[NH2:37][C:35](=[O:36])[CH2:34][CH2:33][CH:29]1[CH2:28][N:27]([CH2:20][C:13]2[NH:12][C:11]([C:22]3[S:23][CH:24]=[CH:25][N:26]=3)=[N:10][CH:9]([C:3]3[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=3[Br:1])[C:14]=2[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:32][CH2:31][O:30]1

Participants

3

Reactant 2

HCID 20373768HCID 20373768, compoundHCID 59495567Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Product 1

HCID 118107628HCID 118107628, compoundYield 86.1%

Procedure

Ethyl 4-(2-bromo-4-fluorophenyl)-6-(bromomethyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate (1.51 g, 3 mmol) was reacted with 3-(morpholin-2-yl)propanamide (0.47 g, 3 mmol) according to the procedure as described in Example 25, Step B to give the title compound as a yellow solid (1.5 g, 86%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-2d2d4f2509dc4cb2827620bb49f34358
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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