(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine → HCID 178421648, compound

HRID 517062Notes

Reaction equation

HRID 517062 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[C:20]([C:24](O)=[O:25])=[N:21][NH:22][CH: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:20]3[C:19]([Cl:18])=[CH:23][NH:22][N:21]=3)=[O:25])[CH:3]=[CH:4][C:5]=2[F:17])([CH3:16])[N:9]=1

Participants

3

Reactant 2

HCID 86672004(4R,5R)-4-(5-amino-2-fluoro-phenyl)-5-fluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamineHCID 178524948HCID 178524948, compound

Product 1

HCID 178421648HCID 178421648, 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 4-chloro-1H-pyrazole-3-carboxylic acid (CAS 84547-87-5) following procedure I yielded the title compound as a white solid. MS (ISP): m/z=370.1 [M+H]+.

Sources & evidence

ORD record
ord-82d95c130fbe4ab188fe02c163c0f010
Source dataset
uspto-grants-2015_08
Patent number
US09115098B2

Reaction notes

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