2-chloro-1,3-thiazole-5-carboxylic Acid → HCID 66558776, compound

HRID 405742Notes

Reaction equation

HRID 405742 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:17])=[C:6]([C@:8]2([CH3:16])[C@@H:13]([F:14])[CH2:12][O:11][C:10]([NH2:15])=[N:9]2)[CH:7]=1.[Cl:18][C:19]1[S:20][C:21]([C:24](O)=[O:25])=[CH:22][N:23]=1>>[NH2:15][C:10]1[O:11][CH2:12][C@H:13]([F:14])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:24]([C:21]3[S:20][C:19]([Cl:18])=[N:23][CH:22]=3)=[O:25])[CH:3]=[CH:4][C:5]=2[F:17])([CH3:16])[N:9]=1

Participants

3

Reactant 2

HCID 14813892-chloro-1,3-thiazole-5-carboxylic AcidHCID 86672004(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Product 1

HCID 66558776HCID 66558776, compound

Procedure

The condensation of (4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate A8.2) and 2-chloro-thiazole-5-carboxylic acid (CAS 101012-12-8) following procedure I yielded the title compound as a white solid. MS (ISP): m/z=387.2 [M+H]+.

Sources & evidence

ORD record
ord-b52cbc2ebd6640c6bbc26f43d04d88c6
Source dataset
uspto-grants-2014_06
Patent number
US08754075B2

Reaction notes

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