HCID 69507693, compound → HCID 44455497, compound

HRID 852015Notes

Reaction equation

HRID 852015 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:33][C:34]2[CH:45]=[CH:44][C:37]([C:38]([NH:40][CH:41]3[CH2:43][CH2:42]3)=[O:39])=[CH:36][CH:35]=2)[CH:12]2[C:18]([CH3:20])([CH3:19])[CH2:17][CH2:16][CH2:15][N:14](CC3C=CC(OC)=CC=3OC)[C:13]2=[O:32])(=[O:10])=[O:9])=[CH:4][CH:3]=1>FC(F)(F)C(O)=O.FC(F)(F)S(O)(=O)=O.ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH2:33][C:34]2[CH:35]=[CH:36][C:37]([C:38]([NH:40][CH:41]3[CH2:43][CH2:42]3)=[O:39])=[CH:44][CH:45]=2)[CH:12]2[C:18]([CH3:20])([CH3:19])[CH2:17][CH2:16][CH2:15][NH:14][C:13]2=[O:32])(=[O:9])=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 69507693HCID 69507693, compound

Product 1

HCID 44455497HCID 44455497, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 86602693HCID 86602693, compoundSolvent

Procedure

4-({(4-Chloro-benzenesulfonyl)-[1-(2,4-dimethoxy-benzyl)-4,4-dimethyl-2-oxo-azepan-3-yl]-amino}-methyl)-N-cyclopropyl-benzamide (95 mg) was dissolved in a mixture of trifluoroacetic acid/trifluoromethanesulfonic acid/dichloromethane=40:1:59 (2 ml) and stirred at room temperature for 15 minutes. After evaporation flash chromatography (heptane/ethyl acetate gradient) yielded 65 mg (90%) of 4-{[(4-chloro-benzenesulfonyl)-(4,4-dimethyl-2-oxo-azepan-3-yl)-amino]-methyl}-N-cyclopropyl-benzamide as a foam; MS: m/e=504.2 (MH+), 521.3 (M+NH4+).

Workup

  1. customAfter evaporation flash chromatography (heptane/ethyl acetate gradient)

Sources & evidence

ORD record
ord-5b6c43da9495408eb0d70b4300584aac
Source dataset
uspto-grants-2007_08
Patent number
US07253158B2

Reaction notes

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