Triethylamine → HCID 53752279, compound

HRID 1957232Notes

Reaction equation

HRID 1957232 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]=O)=[C:3]1[Cl:13].[CH3:14][CH2:15][CH3:16].C([S:20]([CH2:23][C:24]#[N:25])(=[O:22])=[O:21])CC.C(N(CC)CC)C.CS(CC#N)(=O)=O>CO>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH:11]=[C:23]([S:20]([CH:15]([CH3:16])[CH3:14])(=[O:22])=[O:21])[C:24]#[N:25])=[C:3]1[Cl:13]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 75283(Methylsulfonyl)acetonitrileHCID 3147922-Chloro-1-methyl-1H-indole-3-carbaldehydeHCID 86751710HCID 86751710, compound

Product 1

HCID 53752279HCID 53752279, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 1 g of 1-methyl-2-chloroindole-3-carbaldehyde, dissolved in 25 ml of MeOH, was added 820 mg of propan-2-propylsulfonylacetonitril and 1.6 ml of triethylamine. After 24 hours another 300 mg of methylsulfonylacetonitril was added, and the mixture was stirred for 48 hours. The precipitate was collected by filtration to give (6a). Yield 1.13 g of (6a), m.p. 141° C.

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-040c323caab7480391c77317f5f8616c
Source dataset
uspto-grants-1998_07
Patent number
US05783575

Reaction notes

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