Methyl iodide → HCID 58484975, compound

Reaction equation

[H-].[Na+].[Cl:3][C:4]1[N:5]=[CH:6][C:7]2[NH:13][C:12](=[O:14])[C:11]3([CH2:16][CH2:15]3)[CH2:10][N:9]([C@@H:17]3[CH2:21][CH2:20][C:19]([F:23])([F:22])[CH2:18]3)[C:8]=2[N:24]=1.[CH3:25]I>>[Cl:3][C:4]1[N:5]=[CH:6][C:7]2[N:13]([CH3:25])[C:12](=[O:14])[C:11]3([CH2:16][CH2:15]3)[CH2:10][N:9]([C@@H:17]3[CH2:21][CH2:20][C:19]([F:23])([F:22])[CH2:18]3)[C:8]=2[N:24]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 86658721HCID 86658721, compound

Product 1

HCID 58484975HCID 58484975, compoundYield 92%

Procedure

60% sodium hydride in mineral oil (0.25 g, 6.23 mmol) was added to a mixture of (R)-2′-chloro-9′-(3,3-difluorocyclopentyl)-8′,9′-dihydrospiro[cyclopropane-1,7′-pyrimido[4,5-b][1,4]diazepin]-6′(5′H)-one (1.95 g, 5.94 mmol) and methyl iodide (0.41 ml, 6.53 mmol) dimethylacetamide (20 mL). The reaction mixture was stirred at room temperature for 25 minutes. Ice was added to the reaction mixture. A solid crashed out and was filtered off, rinsing with water. The solid was dried in a pistol under vacuo for 3 hours. The compound was obtained as a light pink solid (1.863 g, 92% yield).