Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)- → HCID 90313292, compound

HRID 1524054Notes

Reaction equation

HRID 1524054 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[N:11]3[CH:18]=2)=[C:4]([F:19])[CH:3]=1.[C:20]([NH:24][S:25]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1B(O)O)(=[O:27])=[O:26])([CH3:23])([CH3:22])[CH3:21]>>[C:20]([NH:24][S:25]([C:28]1[C:29]([C:2]2[CH:7]=[CH:6][C:5]([C:8]3[N:9]=[C:10]4[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[N:11]4[CH:18]=3)=[C:4]([F:19])[CH:3]=2)=[CH:30][CH:31]=[CH:32][CH:33]=1)(=[O:27])=[O:26])([CH3:23])([CH3:21])[CH3:22]

Participants

3

Reactant 2

HCID 4997616Boronic acid, B-(2-(((1,1-dimethylethyl)amino)sulfonyl)phenyl)-HCID 90313612HCID 90313612, compound

Product 1

HCID 90313292HCID 90313292, compound

Procedure

The title compound was prepared using methods analogous to those described in Example 88 using 2-(4-bromo-2-fluorophenyl)-5-methoxyimidazo[1,2-a]pyridine and 2-(tert-butylamino)sulfonylphenylboronic acid. MS (ESI): mass calcd. for C24H24FN3O3S, 453.15; m/z found, 454.4 [M+H]+. 1H NMR (500 MHz, CDCl3) δ 8.58 (m, 1H), 8.19 (dd, J=8.0, 1.4, 1H), 8.10 (d, J=3.9, 1H), 7.81 (dd, J=6.7, 0.9, 1H), 7.60-7.55 (m, 1H), 7.54-7.48 (m, 1H), 7.43 (dd, J=12.1, 1.7, 1H), 7.38-7.32 (m, 2H), 6.73 (dd, J=7.6, 6.7, 1H), 6.50 (d, J=7.6, 1H), 4.07 (s, 3H), 3.68 (s, 1H), 1.02 (s, 9H).

Sources & evidence

ORD record
ord-6f5c44336b48404aba960da25f056214
Source dataset
uspto-grants-2015_07
Patent number
US09079866B2

Reaction notes

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