Pyridine → HCID 21431634, compound

HRID 436894Notes

Reaction equation

HRID 436894 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]3[NH:20][N:19]=[CH:18][C:7]=3[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:4]=2[CH:3]=1.[CH3:23][N:24]([CH3:28])[C:25](Cl)=[O:26].N1C=CC=CC=1>C(Cl)Cl>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[C:6]3[C:7](=[CH:18][N:19]([C:25](=[O:26])[N:24]([CH3:28])[CH3:23])[N:20]=3)[CH2:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[Cl:17])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6598Dimethylcarbamoyl ChlorideHCID 20321571HCID 20321571, compound

Product 1

HCID 21431634HCID 21431634, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To the solution of 0.33 g of 8-chloro-6-(2-chlorophenyl) 1H,4H-pyrazolo[4,3-d](2)benzazepine in 10 ml of methylene chloride, the mixture of 0.16 g of dimethylcarbamoyl chloride and 0.15 g of pyridine is added and the whole stirred for 2 hours at room temperature. The mixture is diluted with methylene chloride, washed with ice-cold aqueous sodium carbonate, dried and evaporated under reduced pressure. The residue is chromatographed on silica gel and eluted with benzene-methanol(95:5), to yield the 8-chloro-6-(2-chlorophenyl)-2-dimethylcarbamoyl-2H,4H-pyrazolo[4,3-d](2)benzazepine melting at 175°-176°.

Workup

  1. additionis added
  2. washwashed with ice-cold aqueous sodium carbonate
  3. customdried
  4. customevaporated under reduced pressure
  5. customThe residue is chromatographed on silica gel
  6. washeluted with benzene-methanol(95:5)

Sources & evidence

ORD record
ord-a00d771dd7894d1f8e7c535dee463411
Source dataset
uspto-grants-1977_06
Patent number
US04028381

Reaction notes

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