5-Chloropyridine-3-boronic acid → HCID 71008451, compound

HRID 1626154Notes

Reaction equation

HRID 1626154 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]2([CH:15]([F:17])[F:16])[CH2:13][CH2:12][O:11][C:10]([NH2:14])=[N:9]2)[CH:7]=1.[Cl:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[N:24][CH:25]=1>>[Cl:19][C:20]1[CH:21]=[C:22]([C:2]2[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]3([CH:15]([F:17])[F:16])[CH2:13][CH2:12][O:11][C:10]([NH2:14])=[N:9]3)[CH:7]=2)[CH:23]=[N:24][CH:25]=1

Participants

3

Reactant 2

HCID 201118775-Chloropyridine-3-boronic acidHCID 71008714HCID 71008714, compound

Product 1

HCID 71008451HCID 71008451, compound

Procedure

In a manner analogous to that described in Example 31, the cross-coupling reaction of 4-(5-bromo-2-fluorophenyl)-4-(difluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine (intermediate A6.12) and 5-chloropyridin-3-ylboronic acid yielded the title compound as a light brown solid. MS (ISP): m/z=356.0 [M+H]+ and 358.0 [M+2+H]+.

Sources & evidence

ORD record
ord-b35c1516f9cd442faae74e0d3ec783e2
Source dataset
uspto-grants-2014_07
Patent number
US08785436B2

Reaction notes

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