Water → HCID 86623408, compound

HRID 2111316Notes

Reaction equation

HRID 2111316 reaction equation
[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH2:9][CH2:8][N:7]([CH:13]3[CH2:16][CH2:15][CH2:14]3)[C:6]=2[N:17]=1.[C:18](=O)([O-])[O-].[Cs+].[Cs+].IC.O>CN(C)C=O>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:11]([CH3:18])[C:10](=[O:12])[CH2:9][CH2:8][N:7]([CH:13]3[CH2:16][CH2:15][CH2:14]3)[C:6]=2[N:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 10796Cesium carbonateHCID 86346256HCID 86346256, compound

Product 1

HCID 86623408HCID 86623408, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 0.127 g (0.0005 mole) of 2-chloro-9-cyclobutyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VI-23), 0.442 g (0.0014 mole) of cesium carbonate and 0.13 g (0.0009 mole) of iodomethane in 1 mL of dimethylformamide was stirred overnight at ambient temperature and then 2 mL of water was added and the mixture stirred for an additional 10 minutes. A solid formed, which was collected by filtration, to give 2-chloro-9-cyclobutyl-5-methyl-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-23), which was used directly in the next step.

Workup

  1. stirringthe mixture stirred for an additional 10 minutes
  2. customA solid formed
  3. filtrationwhich was collected by filtration

Sources & evidence

ORD record
ord-101228d6e2eb4e8d8cd23efcb04ee47e
Source dataset
uspto-grants-2009_04
Patent number
US07517873B2

Reaction notes

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