3,4-Dimethoxyphenylboronic acid → HCID 59312907, compound

HRID 2171576Notes

Reaction equation

HRID 2171576 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.[CH3:26][O:27][C:28]1[CH:29]=[C:30](B(O)O)[CH:31]=[CH:32][C:33]=1[O:34][CH3:35]>>[CH3:26][O:27][C:28]1[CH:29]=[C:30]([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:31]=[CH:32][C:33]=1[O:34][CH3:35]

Participants

3

Reactant 2

HCID 27347023,4-Dimethoxyphenylboronic acidHCID 59312909HCID 59312909, compound

Product 1

HCID 59312907HCID 59312907, compound

Procedure

In analogy to the procedure described for Example 7, 57 mg (39% 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 69 mg (0.38 mmol) of (3,4-dimethoxyphenyl)boronic acid and subsequent purification by preparative HPLC.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-1d4239469a154c079080b2a77d896d83
Source dataset
uspto-grants-2015_06
Patent number
US09051323B2

Reaction notes

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