Potassium Carbonate → HCID 23653810, compound

HRID 597917Notes

Reaction equation

HRID 597917 reaction equation
[I:1][C:2]1[C:19](=[O:20])[N:18]([CH3:21])[C:5]2[CH2:6][CH2:7][N:8](C(=O)C(F)(F)F)[CH2:9][CH:10]([CH3:11])[C:4]=2[CH:3]=1.C([O-])([O-])=O.[K+].[K+]>CO>[I:1][C:2]1[C:19](=[O:20])[N:18]([CH3:21])[C:5]2[CH2:6][CH2:7][NH:8][CH2:9][CH:10]([CH3:11])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 23654198HCID 23654198, compound

Product 1

HCID 23653810HCID 23653810, compoundYield 55.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3-iodo-1,5-dimethyl-7-(trifluoroacetyl)-1,5,6,7,8,9-hexahydro-2H-pyrido[2,3-d]azepin-2-one (41.9 mg, 101 μmol), K2CO3 (28.0 mg, 202 μmol) and MeOH (8 ml) was heated for 5 h at 60° C. The reaction mixture was concentrated in vacuo and purified by column chromatography to furnish 17.8 mg (55%) of 3-iodo-1,5-dimethyl-1,5,6,7,8,9-hexahydro-2H-pyrido[2,3-d]azepin-2-one. 1H-NMR (DMSO-d6) δ 7.83 (s, 1H), 3.57 (s, 3H), 2.99 (m, 2H), 2.87 (ddd, 1H), 2.78 (m, 3H), 2.47 (dd, 1H), 1.15 (d, 3H) ppm.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. custompurified by column chromatography

Sources & evidence

ORD record
ord-017cdd1e6ba44b3193a888389fc3d506
Source dataset
uspto-grants-2011_03
Patent number
US07897595B2

Reaction notes

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