Ethyl Acetoacetate → HCID 118095653, compound

HRID 1778493Notes

Reaction equation

HRID 1778493 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C@H](C2C=CC(F)=CC=2Cl)[N:7]=[C:8]([C:13]2[S:14][CH:15]=[CH:16][N:17]=2)[NH:9][C:10]=1[CH2:11][Br:12])=[O:4].[C:26](OCC)(=O)CC(C)=O.[Br:35][C:36]1[CH:43]=[C:42]([F:44])[CH:41]=[CH:40][C:37]=1[CH:38]=O.ClC1C=C(F)C=CC=1C=O>>[Br:35][C:36]1[CH:43]=[C:42]([F:44])[CH:41]=[CH:40][C:37]=1[C@H:38]1[C:5]([C:3]([O:2][CH2:1][CH3:26])=[O:4])=[C:10]([CH2:11][Br:12])[NH:9][C:8]([C:13]2[S:14][CH:15]=[CH:16][N:17]=2)=[N:7]1

Participants

5

Reactant 4

HCID 8868Ethyl AcetoacetateHCID 1450242-Chloro-4-fluorobenzaldehydeHCID 27733192-Bromo-4-fluorobenzaldehydeHCID 89995948Methyl (R)-6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Product 1

HCID 118095653HCID 118095653, compound

Procedure

Ethyl (4R)-4-(2-bromo-4-fluoro-phenyl)-6-(bromomethyl)-2-thiazol-2-yl-1,4-dihydropyrimidine-5-carboxylate 70a was prepared in analogy to compound C with procedures shown in Example 1 by using ethyl acetoacetate and 2-bromo-4-fluoro-benzaldehyde instead of methyl acetoacetate and 2-chloro-4-fluoro-benzaldehyde, respectively.

Sources & evidence

ORD record
ord-5b4265a87fb0479a81f36187c21b0b1f
Source dataset
uspto-grants-2016_02
Patent number
US09266904B2

Reaction notes

Loading…