Dimethylamine → HCID 9951752, compound

HRID 1421217Notes

Reaction equation

HRID 1421217 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]1[C:12](=[O:26])[N:13]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:14][CH:15]([C:16](O)=[O:17])[C:5]2=1.[C:27](N1C=CN=C1)([N:29]1C=CN=[CH:30]1)=O.CNC>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[C:6]1[C:12](=[O:26])[N:13]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:14][CH:15]([C:16]([N:29]([CH3:30])[CH3:27])=[O:17])[C:5]2=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 18780522HCID 18780522, compound

Product 1

HCID 9951752HCID 9951752, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4 g (11 mmol) of (±)-6-fluoro-9-methyl-1-oxo-2-(phenylmethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-4-carboxylic acid and 2.2 g (30 mmol) of 1,1'-carbonyldiimidazole in 200 ml of tetrahydrofuran is heated at 40° C. for 2 h. The reaction mixture is cooled and a large excess of liquefied dimethylamine is added and the mixture is allowed to stir for a few hours.

Workup

  1. temperatureThe reaction mixture is cooled

Sources & evidence

ORD record
ord-2f74ab4e305a47369727f7d55b981bda
Source dataset
uspto-grants-2000_06
Patent number
US06075021

Reaction notes

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