4-tert-Butylphenylboronic acid → HCID 59313103, compound

HRID 2389844Notes

Reaction equation

HRID 2389844 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.[C:26]([C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1)([CH3:29])([CH3:28])[CH3:27]>>[C:26]([C:30]1[CH:35]=[CH:34][C:33]([C:2]2[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]3[CH:22]=[C:23]([CH3:25])[N:24]=[C:4]3[CH:3]=2)=[CH:32][CH:31]=1)([CH3:29])([CH3:28])[CH3:27]

Participants

3

Reactant 2

HCID 27343204-tert-Butylphenylboronic acidHCID 59312909HCID 59312909, compound

Product 1

HCID 59313103HCID 59313103, compound

Procedure

In analogy to the procedure described for Example 7, 34 mg (23% of theory) of the product are obtained starting from 120 mg (0.32 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 68 mg (0.38 mmol) of (4-tert-butylphenyl)boronic acid and subsequent purification by preparative HPLC.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-b9f4657039264ed3b6835fbb19d7972c
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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