Sodium Hydroxide → HCID 178432328, compound

HRID 220994Notes

Reaction equation

HRID 220994 reaction equation
C(C1C=CC(C([N:9]2[C:18]3[C:17]4[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:16]=4[N:15]([C:24]([C:26]4[CH:33]=[CH:32][C:29]([C:30]#[N:31])=[C:28]([CH3:34])[CH:27]=4)=[O:25])[CH2:14][CH2:13][C:12]=3[N:11]=[C:10]2[CH3:35])=O)=CC=1C)#N.[OH-].[Na+]>CO>[Cl:23][C:20]1[CH:21]=[CH:22][C:16]2[N:15]([C:24]([C:26]3[CH:33]=[CH:32][C:29]([C:30]#[N:31])=[C:28]([CH3:34])[CH:27]=3)=[O:25])[CH2:14][CH2:13][C:12]3[N:11]=[C:10]([CH3:35])[NH:9][C:18]=3[C:17]=2[CH:19]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57555275HCID 57555275, compound

Product 1

HCID 178432328HCID 178432328, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[1-(4-Cyano-3-methyl-benzoyl)-9-chloro-2-methyl-4,5-dihydro-1H-1,3,6-triaza-benzo[e]azulene-6-carbonyl]-2-methyl-benzonitrile from E125.1 (124 mg, 0.24 mmol) was dissolved in MeOH 5 ml). 2M NaOH (2 ml) was added, and the mixture was stirred for 1 h. at room temperature. The solvents were removed in vacuo, and azeotroped with toluene. The residue was taken up in EtOAc, was with saturated NaHCO3 then brine, dried and concentrated in vacuo to yield the title compound (80 mg, 89%)

Workup

  1. customThe solvents were removed in vacuo
  2. customazeotroped with toluene
  3. dry with materialbrine, dried
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cb56bd362d274c9cb88662e316be3d16
Source dataset
uspto-grants-2012_06
Patent number
US08202858B2

Reaction notes

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