5-chloropyrimidine-2-carboxylic Acid → HCID 53240608, compound

HRID 1941817Notes

Reaction equation

HRID 1941817 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:20])=[C:6]([C@:8]2([CH3:19])[C:13]([F:15])([F:14])[C:12]([CH3:17])([CH3:16])[O:11][C:10]([NH2:18])=[N:9]2)[CH:7]=1.[Cl:21][C:22]1[CH:23]=[N:24][C:25]([C:28](O)=[O:29])=[N:26][CH:27]=1>>[NH2:18][C:10]1[O:11][C:12]([CH3:16])([CH3:17])[C:13]([F:14])([F:15])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:28]([C:25]3[N:26]=[CH:27][C:22]([Cl:21])=[CH:23][N:24]=3)=[O:29])[CH:3]=[CH:4][C:5]=2[F:20])([CH3:19])[N:9]=1

Participants

3

Reactant 2

HCID 71403485-chloropyrimidine-2-carboxylic AcidHCID 58304251(R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Product 1

HCID 53240608HCID 53240608, compound

Procedure

The condensation of (R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-2) and 5-chloro-pyrimidine-2-carboxylic acid following procedure I yielded the title compound as a white solid. MS (ISP): m/z=428.2 [M+H]+.

Sources & evidence

ORD record
ord-2f2960dab6df4adb9d143c143498f2cb
Source dataset
uspto-grants-2013_03
Patent number
US08389513B2

Reaction notes

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