Triethylamine → HCID 86597463, compound

HRID 898160Notes

Reaction equation

HRID 898160 reaction equation
[NH2:1][C@H:2]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:3][CH2:4][N:5]1[CH2:24][CH2:23][C:8]2([NH:12][C:11](=[O:13])[N:10]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([Br:21])=[CH:17][CH:16]=3)[C:9]2=[O:22])[CH2:7][CH2:6]1.C(N(CC)CC)C.[CH2:38]([S:40]([Cl:43])(=[O:42])=[O:41])[CH3:39]>CN(C=O)C>[ClH:43].[Br:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:10]2[C:9](=[O:22])[C:8]3([CH2:7][CH2:6][N:5]([CH2:4][CH2:3][C@H:2]([NH:1][S:40]([CH2:38][CH3:39])(=[O:42])=[O:41])[C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[CH2:24][CH2:23]3)[NH:12][C:11]2=[O:13])=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 11213585HCID 11213585, compound

Product 1

HCID 86597463HCID 86597463, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 8-(3-(S)-amino-3-phenylpropyl)-3-(4-bromobenzyl)-1,3,8-triaza-spiro[4.5]decane-2,4-dione (60 μmol) in anhydrous DMF (1 mL) was added triethylamine (10 μL, 72 μmol) and ethane sulfonyl chloride (68 μL, 72 μmol). The reaction mixture was agitated overnight at room temperature and then concentrated in vacuo. The residue was purified by semi-preparative HPLC (Method D) and lyophilized to give the Compound 94 as a colorless solid (4.5 mg, 13%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by semi-preparative HPLC (Method D)

Sources & evidence

ORD record
ord-91b8ac48986441aabcf559d86bf23aaf
Source dataset
uspto-grants-2008_04
Patent number
US07351713B2

Reaction notes

Loading…