N-bromobutanimide → HCID 66691549, compound

HRID 472843Notes

Reaction equation

HRID 472843 reaction equation
[C:1]([O:5][CH:6]([C:11]1[C:12]([CH3:39])=[N:13][C:14]2[N:15]([N:29]=[C:30]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:31]=2C)[C:16]=1[C:17]1[C:18]([CH3:28])=[C:19]2[C:24](=[C:25]([F:27])[CH:26]=1)[O:23][CH2:22][CH2:21][CH2:20]2)[C:7]([O:9][CH3:10])=[O:8])([CH3:4])([CH3:3])[CH3:2].[Br:40]N1C(=O)CCC1=O>C(#N)C>[Br:40][C:31]1[C:30]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[N:29][N:15]2[C:16]([C:17]3[C:18]([CH3:28])=[C:19]4[C:24](=[C:25]([F:27])[CH:26]=3)[O:23][CH2:22][CH2:21][CH2:20]4)=[C:11]([CH:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[C:7]([O:9][CH3:10])=[O:8])[C:12]([CH3:39])=[N:13][C:14]=12

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 66693807Methyl 2-(tert-butoxy)-2-(7-(8-fluoro-5-methylchroman-6-yl)-3,5-dimethyl-2-phenylpyrazolo[1,5-a]pyrimidin-6-yl)acetate

Product 1

HCID 66691549HCID 66691549, compoundYield 52.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of methyl 2-(tert-butoxy)-2-(7-(8-fluoro-5-methylchroman-6-yl)-3,5-dimethyl-2-phenylpyrazolo[1,5-a]pyrimidin-6-yl)acetate (350 mg, 0.676 mmol) in acetonitrile (20 mL) was added N-bromosuccinimide (119 mg, 0.676 mmol). The reaction mixture was stirred at r.t. for 1 h. The solvent was evaported and the residue was purified by silica gel chromatography to afford (210 mg, 52%) of the title compound.

Workup

  1. customthe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-f04dc94c47b7448198ec508e4e0098ba
Source dataset
uspto-grants-2014_01
Patent number
US08633200B2

Reaction notes

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