(2H-1,3-benzodioxol-5-yl)boronic acid → (1-(5-(Benzo[d][1,3]dioxol-5-yl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone

HRID 630510Notes

Reaction equation

HRID 630510 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]([CH3:27])=[O:26])=[CH:9]2)=[N:6][CH:7]=1.[O:28]1[C:32]2[CH:33]=[CH:34][C:35](B(O)O)=[CH:36][C:31]=2[O:30][CH2:29]1>>[O:28]1[C:32]2[CH:33]=[CH:34][C:35]([C:2]3[CH:3]=[N:4][C:5]([N:8]4[C:16]5[C:11](=[CH:12][CH:13]=[C:14]([C:17]([N:19]6[CH2:24][CH2:23][O:22][CH2:21][CH2:20]6)=[O:18])[CH:15]=5)[C:10]([S:25]([CH3:27])=[O:26])=[CH:9]4)=[N:6][CH:7]=3)=[CH:36][C:31]=2[O:30][CH2:29]1

Participants

3

Reactant 2

HCID 2734371(2H-1,3-benzodioxol-5-yl)boronic acidHCID 118666026(1-(5-Bromopyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone

Product 1

HCID 118671752(1-(5-(Benzo[d][1,3]dioxol-5-yl)pyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)methanone

Procedure

Prepared from (1-(5-bromopyrimidin-2-yl)-3-(methylsulfinyl)-1H-indol-6-yl)(morpholino)-methanone (0.3 g, 0.67 mmol) and benzo[1,3]dioxole-5-boronic acid (0.22 g, 1.33 mmol) analogously to synthesis example 261. White solid. Yield: 0.145 g (44% of theory)

Sources & evidence

ORD record
ord-800e8a23e89f4e629439e8b42fdc261b
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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