5-Bromo-2-chloropyrimidine → (1-(5-Bromopyrimidin-2-yl)-3-(ethylthio)-1H-indol-6-yl)(morpholino)methanone

HRID 630459Notes

Reaction equation

HRID 630459 reaction equation
[CH2:1]([S:3][C:4]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[O:14])=[CH:10][CH:11]=2)[NH:6][CH:5]=1)[CH3:2].[Br:21][C:22]1[CH:23]=[N:24][C:25](Cl)=[N:26][CH:27]=1>>[Br:21][C:22]1[CH:23]=[N:24][C:25]([N:6]2[C:7]3[C:12](=[CH:11][CH:10]=[C:9]([C:13]([N:15]4[CH2:16][CH2:17][O:18][CH2:19][CH2:20]4)=[O:14])[CH:8]=3)[C:4]([S:3][CH2:1][CH3:2])=[CH:5]2)=[N:26][CH:27]=1

Participants

3

Reactant 2

HCID 6066655-Bromo-2-chloropyrimidineHCID 118666292(3-(Ethylthio)-1H-indol-6-yl)(morpholino)methanone

Product 1

HCID 118666274(1-(5-Bromopyrimidin-2-yl)-3-(ethylthio)-1H-indol-6-yl)(morpholino)methanone

Procedure

The product 29a) (1.5 g, 5.17 mmol, 1.0 eq) and 5-bromo-2-chloropyrimidine (1.0 g, 5.17 mmol, 1.0 eq) were reacted as described in procedure 1c). Yield: 700 mg. Mass spectroscopy: m/z: [M+H]+=446.6/448.7

Sources & evidence

ORD record
ord-96d255c8a3064a1498b829921a79dcbb
Source dataset
uspto-grants-2016_04
Patent number
US09315490B2

Reaction notes

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