3,5-Dichlorophenylboronic acid → HCID 71059345, compound

HRID 1525170Notes

Reaction equation

HRID 1525170 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.[Cl:20][C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[C:25]([Cl:27])[CH:26]=1>>[Cl:20][C:21]1[CH:22]=[C:23]([C:2]2[CH:3]=[C:4]3[C@@:11]4([C:16]([F:18])([F:17])[CH2:15][O:14][C:13]([NH2:19])=[N:12]4)[CH2:10][CH2:9][O:8][C:5]3=[CH:6][CH:7]=2)[CH:24]=[C:25]([Cl:27])[CH:26]=1

Participants

3

Reactant 2

HCID 27343313,5-Dichlorophenylboronic acidHCID 71059632HCID 71059632, compound

Product 1

HCID 71059345HCID 71059345, compoundYield 58%

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 3,5-dichlorophenylboronic acid yielded the title compound (58% yield) as a pale yellow solid. MS (ISP): m/z=399.1 [M+H]+.

Sources & evidence

ORD record
ord-86e1c9871f794bebb5ffa17f9320fde6
Source dataset
uspto-grants-2015_07
Patent number
US09079919B2

Reaction notes

Loading…