Triethylamine → HCID 21462555, compound

HRID 1940786Notes

Reaction equation

HRID 1940786 reaction equation
[N:1]1[N:10]2[C:4]([CH2:5][NH:6][C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9]2)=[CH:3][CH:2]=1.C(N(CC)CC)C.[Cl:22][C:23]1[N:28]=[CH:27][C:26]([C:29](Cl)=[O:30])=[CH:25][CH:24]=1>ClCCl>[Cl:22][C:23]1[N:28]=[CH:27][C:26]([C:29]([N:6]2[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9][N:10]3[N:1]=[CH:2][CH:3]=[C:4]3[CH2:5]2)=[O:30])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27821656-Chloronicotinoyl ChlorideHCID 130628255,10-dihydro-4H-pyrazolo[5,1-c][1,4]benzodiazepine

Product 1

HCID 21462555HCID 21462555, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To a solution of 10 mmol of 5,10-dihydro-4H-pyrazolo[5,1-c][1,4]benzodiazepine and 1.5 g of triethylamine in 20 ml of dichloromethane is added a solution of 2.11 g of 6-chloropyridine-3-carbonyl chloride in 5 ml of dichloromethane. The mixture is stirred for 3 hours at room temperature diluted with 20 ml of dichloromethane and washed with 30 ml of 1N NaOH. The organic layer is washed twice with 20 ml of 1N NaOH, dried (Na2SO4) and the solvent removed. The residue is triturated with ether to give 3 g of solid.

Workup

  1. washwashed with 30 ml of 1N NaOH
  2. washThe organic layer is washed twice with 20 ml of 1N NaOH
  3. dry with materialdried (Na2SO4)
  4. customthe solvent removed
  5. customThe residue is triturated with ether

Sources & evidence

ORD record
ord-650589ee4ff14b448ddce607793d6820
Source dataset
uspto-grants-1997_12
Patent number
US05700796

Reaction notes

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