Methyl iodide → HCID 87556507, compound

HRID 2111407Notes

Reaction equation

HRID 2111407 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[CH2:17][CH2:16][CH2:15][C:14]3([CH3:19])[CH3:18])[C:6]=2[N:20]=1.IC.[CH3:23]N(C)C(=O)C.[H-].[Na+]>O>[Cl:1][C:2]1[N:3]=[CH:4][C:5]2[N:11]([CH3:23])[C:10](=[O:12])[CH2:9][CH2:8][N:7]([CH:13]3[CH2:17][CH2:16][CH2:15][C:14]3([CH3:18])[CH3:19])[C:6]=2[N:20]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 31374DimethylacetamideHCID 87618919HCID 87618919, compound

Product 1

HCID 87556507HCID 87556507, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 0.14 g (0.0005 mole) of (rac)-2-chloro-9-(2,2-dimethyl-cyclopentyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VI-59), 0.047 mL (0.00075 mole) of iodomethane and 1 mL of N,N-dimethylacetamide at 0 degrees, was added 0.03 g (0.00075 mole) of 60% sodium hydride in oil. The mixture was stirred at ambient temperature for 1 hour, then 20 mL of water was added. The precipitate was collected by filtration to give 0.130 g of (rac)-2-chloro-5-methyl-9-(2,2-dimethyl-cyclopentyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-59) as a yellow solid.

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-fad62ba7f04d442c88a934749c5e39d9
Source dataset
uspto-grants-2009_04
Patent number
US07517873B2

Reaction notes

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