Methyl iodide → HCID 71748083, compound

HRID 571647Notes

Reaction equation

HRID 571647 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:13]3[CH2:19][CH2:18][C:17]4[S:20][C:21](=[O:23])[NH:22][C:16]=4[CH2:15][CH2:14]3)=[O:12])[CH:10]=2)[CH:7]=1.[CH3:24]I.[H-].[Na+]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:8]=[C:9]([C:11]([N:13]3[CH2:19][CH2:18][C:17]4[S:20][C:21](=[O:23])[N:22]([CH3:24])[C:16]=4[CH2:15][CH2:14]3)=[O:12])[CH:10]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 71748063HCID 71748063, compound

Product 1

HCID 71748083HCID 71748083, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

30.0 mg (0.076 mmol) 6-(6-bromo-pyrazolo[1,5-a]pyrimidine-2-carbonyl)-3,4,5,6,7,8-hexahydro-thiazolo[4,5-d]azepin-2-one, 6.3 μL (0.099 mmol) methyliodide, 3.7 mg (0.084 mmol) sodium hydride (50%) in 1.0 mL DMF were stirred at RT for 1 h. The reaction mixture was purified by HPLC chromatography and lyophilized. Yield: 5 mg (16% of theory). ESI-MS: m/z=408 (M+H)+; Rt(HPLC): 0.95 min. (Method N).

Workup

  1. customThe reaction mixture was purified by HPLC chromatography

Sources & evidence

ORD record
ord-b5a1c07f5686473c81f50fb727c1f1bb
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

Loading…