4-Hydroxyphenylboronic acid → HCID 118666174, compound

HRID 630475Notes

Reaction equation

HRID 630475 reaction equation
Br[C:2]1[CH:3]=[N:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]([N:19]4[CH2:24][CH2:23][O:22][CH2:21][CH2:20]4)=[O:18])[CH:15]=3)[C:10]([S:25][CH3:26])=[CH:9]2)=[N:6][CH:7]=1.[OH:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1>>[OH:27][C:28]1[CH:33]=[CH:32][C:31]([C:2]2[CH:3]=[N:4][C:5]([N:8]3[C:16]4[C:11](=[CH:12][CH:13]=[C:14]([C:17]([N:19]5[CH2:24][CH2:23][O:22][CH2:21][CH2:20]5)=[O:18])[CH:15]=4)[C:10]([S:25][CH3:26])=[CH:9]3)=[N:6][CH:7]=2)=[CH:30][CH:29]=1

Participants

3

Reactant 2

HCID 27343604-Hydroxyphenylboronic acidHCID 118666053(1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanone

Product 1

HCID 118666174HCID 118666174, compound

Procedure

Synthesized from (1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanone (400 mg, 0.923 mmol) and 4-hydroxyphenyl boronic acid (153 mg, 1.108 mmol) in analogy to procedure 1d). Pale brown solid. Yield: 280 mg (68% of theory)

Sources & evidence

ORD record
ord-73de0ad388e14860a9eaf1cc40cc6033
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

Loading…