5-Methoxypyridine-3-boronic Acid → HCID 71059676, compound

HRID 1525172Notes

Reaction equation

HRID 1525172 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C@@:11]3([C:16]([F:18])([F:17])[CH2:15][O:14][C:13]([NH2:19])=[N:12]3)[CH2:10][CH2:9][O:8][C:5]2=[CH:6][CH:7]=1.[CH3:20][O:21][C:22]1[CH:23]=[C:24](B(O)O)[CH:25]=[N:26][CH:27]=1>>[F:17][C:16]1([F:18])[CH2:15][O:14][C:13]([NH2:19])=[N:12][C@@:11]21[C:4]1[C:5](=[CH:6][CH:7]=[C:2]([C:24]3[CH:25]=[N:26][CH:27]=[C:22]([O:21][CH3:20])[CH:23]=3)[CH:3]=1)[O:8][CH2:9][CH2:10]2

Participants

3

Reactant 2

HCID 27630875-Methoxypyridine-3-boronic AcidHCID 71059632HCID 71059632, compound

Product 1

HCID 71059676HCID 71059676, compoundYield 60%

Procedure

In a manner analogous to that described in Example 19, the cross coupling reaction of (R)-6-bromo-5′,5′-difluoro-5′,6′-dihydrospiro[chroman-4,4′-[1,3]oxazin]-2′-amine (intermediate B6.1) with 5-methoxypyridin-3-ylboronic acid yielded the title compound (60% yield) as a pale yellow solid. MS (ISP): m/z=362.2 [M+H]+.

Sources & evidence

ORD record
ord-b3cc8910888a49e687bb00d5f7dd7057
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

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