2-Furancarboxylic acid → HCID 53241491, compound

HRID 1941867Notes

Reaction equation

HRID 1941867 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.[O:19]1[CH:23]=[CH:22][CH:21]=[C:20]1[C:24](O)=[O:25]>>[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:24]([C:20]3[O:19][CH:23]=[CH:22][CH:21]=3)=[O:25])[CH:3]=[CH:4][C:5]=2[F:18])([CH3:17])[N:9]=1

Participants

3

Reactant 2

HCID 69192-Furancarboxylic acidHCID 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 53241491HCID 53241491, 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 furan-2-carboxylic acid following procedure I yielded the title compound after purification by preparative HPLC. MS (ISP): m/z=354.4 [M+H]+.

Sources & evidence

ORD record
ord-1ac8bd8643bc4cb99f6b07809717aac3
Source dataset
uspto-grants-2013_03
Patent number
US08389513B2

Reaction notes

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