4-(Trifluoromethyl)phenylboronic acid → HCID 59313162, compound

HRID 2389842Notes

Reaction equation

HRID 2389842 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]2[N:17]=[C:16]([NH2:18])[C:15]([N+:19]([O-:21])=[O:20])=[CH:14][CH:13]=2)[N:5]2[CH:22]=[C:23]([CH3:25])[N:24]=[C:4]2[CH:3]=1.[F:26][C:27]([F:38])([F:37])[C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1>>[CH3:25][C:23]1[N:24]=[C:4]2[CH:3]=[C:2]([C:31]3[CH:32]=[CH:33][C:28]([C:27]([F:38])([F:37])[F:26])=[CH:29][CH:30]=3)[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]3[N:17]=[C:16]([NH2:18])[C:15]([N+:19]([O-:21])=[O:20])=[CH:14][CH:13]=3)[N:5]2[CH:22]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 59312909HCID 59312909, compound

Product 1

HCID 59313162HCID 59313162, compound

Procedure

In analogy to the procedure described for Example 7, 30.2 mg (48% of theory) of the product are obtained starting from 50 mg (0.13 mmol) of N6-{2-[(7-chloro-2-methylimidazo[1,2-c]pyrimidin-5-yl)amino]ethyl}-3-nitropyridine-2,6-diamine (Example 31A) by coupling with 30.2 mg (0.15 mmol) of [4-(trifluoromethyl)phenyl]boronic acid and subsequent purification by preparative HPLC.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-b93e71f4d7054e0fbb5ce386d905032e
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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