HCID 57475884, compound → HCID 67234255, compound

HRID 1941865Notes

Reaction equation

HRID 1941865 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F: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.[F:19][CH2:20][C:21]1[O:22][CH:23]=[C:24]([C:26]([OH:28])=[O:27])[N:25]=1>>[CH:26]([OH:28])=[O:27].[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:26]([C:24]3[N:25]=[C:21]([CH2:20][F:19])[O:22][CH:23]=3)=[O:27])[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1

Participants

3

Reactant 2

HCID 57475884HCID 57475884, compoundHCID 58304207(R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Product 1

HCID 67234255HCID 67234255, compound

Procedure

The condensation of (R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-1) and 2-fluoromethyl-oxazole-4-carboxylic acid following procedure I yielded the title compound after purification by preparative HPLC as a white solid. MS (ISP): m/z=387.1 [M+H]+.

Sources & evidence

ORD record
ord-60380b0340854ad890610704eb1ffaf4
Source dataset
uspto-grants-2013_03
Patent number
US08389513B2

Reaction notes

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