Cesium carbonate → Methyl 2-[5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]propanoate

HRID 2101962Notes

Reaction equation

HRID 2101962 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[C:9]([CH:10]=1)=[C:8]([C:11]([F:14])([F:13])[F:12])[C:7]([C:15]#[N:16])=[CH:6][CH:5]=2.Br[CH:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20].C([O-])([O-])=O.[Cs+].[Cs+]>>[C:15]([C:7]1[C:8]([C:11]([F:12])([F:14])[F:13])=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]([CH:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20])[C:2]([CH3:1])=[CH:10]2)#[N:16]

Participants

4

Reactant 3

HCID 10796Cesium carbonateHCID 95576Methyl 2-bromopropionateHCID 533093462-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 57800182Methyl 2-[5-cyano-2-methyl-4-(trifluoromethyl)-1H-indol-1-yl]propanoate

Procedure

Synthesized as described in Example 4 using 2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile, methyl 2-bromopropanoate (1.5 eq) and Cs2CO3 (1.5 eq): MS (ES) m/z 311 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-46a6e6fa0f23432dbe2578bfe7611395
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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