Triethylamine → HCID 86751686, compound

HRID 355913Notes

Reaction equation

HRID 355913 reaction equation
[NH2:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[S:11][C:10]3[N:19]=[CH:20][CH:21]=[CH:22][C:9]2=3)=[O:7])=[CH:4][CH:3]=1.[CH3:25][C:26]1[CH:34]=[CH:33][CH:32]=[CH:31][C:27]=1[C:28](Cl)=[O:29].C(N(CC)CC)C>ClCCl>[N:19]1[C:10]2[S:11][C:12]3[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=3[CH2:14][N:8]([C:6]([C:5]3[CH:4]=[CH:3][C:2]([NH:1][C:28](=[O:29])[C:27]4[CH:31]=[CH:32][CH:33]=[CH:34][C:26]=4[CH3:25])=[CH:24][CH:23]=3)=[O:7])[C:9]=2[CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 702762-Methylbenzoyl chlorideHCID 54483819HCID 54483819, compound

Product 1

HCID 86751686HCID 86751686, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 5 mmol of 5,6-dihydro-5-(4-aminobenzoyl) pyrido[2,3-b][1,4]benzothiazepine, 5.5 mmol of 2-methylbenzoyl chloride and 10 mmol of triethylamine in 15 ml of dichloromethane is stirred at room temperature for 16 hours. The mixture is diluted with 50 ml of dichloromethane and the solution washed with 20 ml each of H2O, 1M citric acid, NaHCO3, brine and dried (Na2SO4). The solvent is removed under vacuum to give a solid. The solid is purified by chromatography on silica gel with ethyl acetate-hexane as solvent to give the product as a solid.

Workup

  1. washthe solution washed with 20 ml each of H2O, 1M citric acid, NaHCO3, brine
  2. dry with materialdried (Na2SO4)
  3. customThe solvent is removed under vacuum
  4. customto give a solid
  5. customThe solid is purified by chromatography on silica gel with ethyl acetate-hexane as solvent

Sources & evidence

ORD record
ord-d6a92f9dcae7457eaba44718e19ed7b4
Source dataset
uspto-grants-1998_11
Patent number
US05834461

Reaction notes

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