Cyanogen Bromide → 2-(2-Amino-6-benzoyl-4H-quinazolin-3-yl)-ethanesulfonic acid cyclohexyl-methyl-amide

HRID 390271Notes

Reaction equation

HRID 390271 reaction equation
[CH:1]1([N:7]([CH3:30])[S:8]([CH2:11][CH2:12][NH:13][CH2:14][C:15]2[CH:20]=[C:19]([C:21](=[O:28])[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:18]=[CH:17][C:16]=2[NH2:29])(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:31]#[C:32]Br>C(O)C>[CH:1]1([N:7]([CH3:30])[S:8]([CH2:11][CH2:12][N:13]2[CH2:14][C:15]3[C:16](=[CH:17][CH:18]=[C:19]([C:21](=[O:28])[C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH:20]=3)[N:29]=[C:32]2[NH2:31])(=[O:10])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 586251322-(2-Amino-5-benzoyl-benzylamino)-ethanesulfonic acid cyclohexyl-methyl-amide

Product 1

HCID 586250622-(2-Amino-6-benzoyl-4H-quinazolin-3-yl)-ethanesulfonic acid cyclohexyl-methyl-amide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-(2-amino-5-benzoyl-benzylamino)-ethanesulfonic acid cyclohexyl-methyl-amide (0.0054 mol) and cyanogen bromide (0.0080 mol) in ethanol (100 mL) was stirred and refluxed for 2 hours, and then the reaction mixture was cooled to room temperature. After filtration, the filter residue was washed with diisopropyl ether and dried under vacuum to yield the title compound as a solid.

Workup

  1. temperaturerefluxed for 2 hours
  2. filtrationAfter filtration
  3. washthe filter residue was washed with diisopropyl ether
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c117761fa3de415e95489996cfe49c00
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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