6-(cyclopropylmethoxy)nicotinic acid → HCID 53240607, compound

HRID 1941816Notes

Reaction equation

HRID 1941816 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([F:20])=[C:6]([C@:8]2([CH3:19])[C:13]([F:15])([F:14])[C:12]([CH3:17])([CH3:16])[O:11][C:10]([NH2:18])=[N:9]2)[CH:7]=1.[CH:21]1([CH2:24][O:25][C:26]2[CH:34]=[CH:33][C:29]([C:30](O)=[O:31])=[CH:28][N:27]=2)[CH2:23][CH2:22]1>>[NH2:18][C:10]1[O:11][C:12]([CH3:16])([CH3:17])[C:13]([F:14])([F:15])[C@:8]([C:6]2[CH:7]=[C:2]([NH:1][C:30](=[O:31])[C:29]3[CH:33]=[CH:34][C:26]([O:25][CH2:24][CH:21]4[CH2:22][CH2:23]4)=[N:27][CH:28]=3)[CH:3]=[CH:4][C:5]=2[F:20])([CH3:19])[N:9]=1

Participants

3

Reactant 2

HCID 251165266-(cyclopropylmethoxy)nicotinic acidHCID 58304251(R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine

Product 1

HCID 53240607HCID 53240607, compound

Procedure

The condensation of (R)-4-(5-amino-2-fluoro-phenyl)-5,5-difluoro-4,6,6-trimethyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate XI-2) and 6-cyclopropylmethoxy-nicotinic acid (CAS1019546-29-2, WO2008130320) following procedure I yielded the title compound as a light yellow solid. MS (ISP): m/z=463.2 [M+H]+.

Sources & evidence

ORD record
ord-dfe773547a3442bfa603423081b7d286
Source dataset
uspto-grants-2013_03
Patent number
US08389513B2

Reaction notes

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