Methyl acetoacetate → HCID 118358808, compound

HRID 590583Notes

Reaction equation

HRID 590583 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].[F:26][C:27]1[C:28]([CH3:36])=[C:29]([CH:32]=[CH:33][C:34]=1[F:35])[CH:30]=O.[C:37](OCC)(=O)CC(C)=O.C(OC)(=O)CC(C)=O>>[Br:12][CH2:11][C:10]1[NH:9][C:8]([C:13]2[S:14][CH:15]=[CH:16][N:17]=2)=[N:7][C@@H:30]([C:29]2[CH:32]=[CH:33][C:34]([F:35])=[C:27]([F:26])[C:28]=2[CH3:36])[C:5]=1[C:3]([O:2][CH2:1][CH3:37])=[O:4]

Participants

5

Reactant 4

HCID 7757Methyl acetoacetateHCID 8868Ethyl AcetoacetateHCID 121376813,4-Difluoro-2-methylbenzaldehydeHCID 89995948Methyl (R)-6-(bromomethyl)-4-(2-chloro-4-fluorophenyl)-2-(thiazol-2-yl)-1,4-dihydropyrimidine-5-carboxylate

Product 1

HCID 118358808HCID 118358808, compound

Procedure

Compound C-7 was prepared in analogy to compound C by using 3,4-difluoro-2-methylbenzaldehyde and ethyl acetoacetate instead of 2-chloro-4-fluorobenzaldehyde and methyl acetoacetate.

Sources & evidence

ORD record
ord-e954e5cdb7834e349f6776186cb5f6c9
Source dataset
uspto-grants-2016_01
Patent number
US09233978B2

Reaction notes

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