Phenylboronic Acid → (3-(Methylthio)-1-(5-phenylpyrimidin-2-yl)-1H-indol-6-yl)(morpholino)methanone

HRID 630445Notes

Reaction equation

HRID 630445 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.[C:27]1(B(O)O)[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH3:26][S:25][C:10]1[C:11]2[C:16](=[CH:15][C:14]([C:17]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[O:18])=[CH:13][CH:12]=2)[N:8]([C:5]2[N:4]=[CH:3][C:2]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:7][N:6]=2)[CH:9]=1

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 118666053(1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanone

Product 1

HCID 118666064(3-(Methylthio)-1-(5-phenylpyrimidin-2-yl)-1H-indol-6-yl)(morpholino)methanone

Procedure

Obtained according to general procedure 1 from (1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(morpholino)methanone (0.7 g, 1.616 mmol) and phenyl boronic acid (0.232 g, 1.939 mmol). Yield: 0.5 g (72% of theory)

Workup

  1. customObtained

Sources & evidence

ORD record
ord-28495f93664c4c0aa5bce5db98c3f870
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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