Methyl iodide → HCID 71748082, compound

HRID 571646Notes

Reaction equation

HRID 571646 reaction equation
N1C2CCNCCC=2C=C[CH:2]=1.[Br:12][C:13]1[CH:14]=[N:15][C:16]2[N:17]([N:19]=[C:20]([C:22]([N:24]3[CH2:30][CH2:29][C:28]4[N:31]=[CH:32][NH:33][C:27]=4[CH2:26][CH2:25]3)=[O:23])[CH:21]=2)[CH:18]=1.CI.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Br:12][C:13]1[CH:14]=[N:15][C:16]2[N:17]([N:19]=[C:20]([C:22]([N:24]3[CH2:30][CH2:29][C:28]4[N:31]=[CH:32][N:33]([CH3:2])[C:27]=4[CH2:26][CH2:25]3)=[O:23])[CH:21]=2)[CH:18]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 231227435H,6H,7H,8H,9H-pyrido[2,3-d]azepineHCID 86697870HCID 86697870, compound

Product 1

HCID 71748082HCID 71748082, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

75.0 mg (0.21 mmol) 6 (6-Bromo-pyrazolo[1,5-a]pyrimidin-2-yl)-(4,5,7,8-tetrahydro-1H-imidazo[4,5-d]azepin-6-yl)-methanone, 13.0 μL (0.21 mmol) methyliodide, 35.0 mg (0.25 mmol) potassium carbonate in 1.0 mL DMF were stirred at RT overnight. The reaction mixture was purified by HPLC chromatography and lyophilized. Yield: 12 mg (15% of theory). ESI-MS: m/z=375 (M+H)+; Rt(HPLC): 0.71 min. (Method K).

Workup

  1. customThe reaction mixture was purified by HPLC chromatography

Sources & evidence

ORD record
ord-087b92a7fef3476f9715970924d76e33
Source dataset
uspto-grants-2015_05
Patent number
US09029360B2

Reaction notes

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