2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline → HCID 58754840, compound

HRID 1711267Notes

Reaction equation

HRID 1711267 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[B:8]1[O:16][C:13]([CH3:15])([CH3:14])[C:10]([CH3:12])([CH3:11])[O:9]1.[K+].[C:18]([C:20]1[N:21]=[C:22]([C:33]([O-])=[O:34])[N:23]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[CH:24]=1)#[N:19]>>[CH3:12][C:10]1([CH3:11])[C:13]([CH3:15])([CH3:14])[O:16][B:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[NH:1][C:33]([C:22]2[N:23]([CH2:25][O:26][CH2:27][CH2:28][Si:29]([CH3:32])([CH3:31])[CH3:30])[CH:24]=[C:20]([C:18]#[N:19])[N:21]=2)=[O:34])[O:9]1

Participants

3

Reactant 2

HCID 27346522-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 67188357potassium 4-cyano-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carboxylate

Product 1

HCID 58754840HCID 58754840, compound

Procedure

The title compound was prepared by coupling 2-aminobenzeneboronic acid pinacol ester and 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylate potassium salt (prepared in Example 11, step (d)) according to the procedure in Example 32, step (c). Mass spectrum (ESI, m/z): Calcd. for C23H33BN4O4Si, 469.2 (M+H), found 468.9.

Sources & evidence

ORD record
ord-bfa17bf667cc4c739ce6b767cc333ea9
Source dataset
uspto-grants-2010_09
Patent number
US07790724B2

Reaction notes

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