5-Cyanopyridine-2-carboxylic acid → HCID 53241002, compound

HRID 1941837Notes

Reaction equation

HRID 1941837 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:18])=[C:6]([C@:8]2([CH3:17])[C:13]([F:15])([F:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[C:19]([C:21]1[CH:22]=[CH:23][C:24]([C:27](O)=[O:28])=[N:25][CH:26]=1)#[N:20]>>[NH2:16][C:10]1[O:11][CH2:12][C:13]([F:14])([F:15])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:27]([C:24]3[CH:23]=[CH:22][C:21]([C:19]#[N:20])=[CH:26][N:25]=3)=[O:28])[CH:3]=[CH:4][C:5]=2[Cl:18])([CH3:17])[N:9]=1

Participants

3

Reactant 2

HCID 124007345-Cyanopyridine-2-carboxylic acidHCID 58304200HCID 58304200, compound

Product 1

HCID 53241002HCID 53241002, compound

Procedure

The condensation of (R)-4-(5-amino-2-chloro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-3) and 5-cyano-pyridine-2-carboxylic acid following procedure I yielded the title compound as an off-white solid. MS (ISP): m/z=406.3 [M+H]+.

Sources & evidence

ORD record
ord-8d66a87189ea4617b308940aa2b1dd6a
Source dataset
uspto-grants-2013_03
Patent number
US08389513B2

Reaction notes

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