Triethylamine → HCID 86615893, compound

HRID 2233021Notes

Reaction equation

HRID 2233021 reaction equation
Br[C:2]1[C:3]2[N:4]([C:15](=[O:18])[NH:16][N:17]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:7]=1.[S:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[C:20]1[NH:28][CH2:29][CH2:30][NH2:31].C(N(CC)CC)C>C1COCC1>[S:19]1[C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[N:21]=[C:20]1[NH:28][CH2:29][CH2:30][NH:31][C:2]1[C:3]2[N:4]([C:15](=[O:18])[NH:16][N:17]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15176215HCID 15176215, compoundHCID 68676614HCID 68676614, compound

Product 1

HCID 86615893HCID 86615893, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 50 mg of the product of Step A, 43 mg of N1-benzothiazol-2-yl-ethane-1,2-diamine, and 124 mg of triethylamine in THF (1.0 mL) was heated to reflux. After 16 h, the reaction mixture was cooled to ambient temperature and then partitioned between EtOAc and water. The organic layer was dried over sodium sulfate, filtered, and concentrated to a residue that was purified by silica gel chromatography to afford the title compound as a white solid. MS (M+H+)=438.3.

Workup

  1. custompartitioned between EtOAc and water
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated to a residue that
  5. customwas purified by silica gel chromatography

Sources & evidence

ORD record
ord-72f8ea5448ff4ca898fb44d7202a76ac
Source dataset
uspto-grants-2010_05
Patent number
US07709473B2

Reaction notes

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