(2,4-Dichlorophenyl)boronic acid → HCID 59312940, compound

HRID 2171562Notes

Reaction equation

HRID 2171562 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][N:13]=2)[N:5]2[CH:20]=[C:21]([CH3:23])[N:22]=[C:4]2[CH:3]=1.[Cl:24][C:25]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:26]=1B(O)O>>[Cl:24][C:25]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:26]=1[C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][N:13]=2)[N:5]2[CH:20]=[C:21]([CH3:23])[N:22]=[C:4]2[CH:3]=1

Participants

3

Reactant 2

HCID 2734659(2,4-Dichlorophenyl)boronic acidHCID 59312889HCID 59312889, compound

Product 1

HCID 59312940HCID 59312940, compound

Procedure

In analogy to the procedure described for Example 7, 11.9 mg (7% of theory) of the product are obtained starting from 120 mg (0.36 mmol) of 6-({2-[(7-chloro-2-methylimidazo[1,2-c]pyrimidin-5-yl)amino]ethyl}amino)nicotinonitrile (Example 30A) by coupling with 68.4 mg (0.36 mmol) of (2,4-dichlorophenyl)boronic acid and subsequent purification by preparative HPLC.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-11087f5a61d8430bae506ce55613cb8d
Source dataset
uspto-grants-2015_06
Patent number
US09051323B2

Reaction notes

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