Sodium Hydroxide → HCID 10223535, compound

HRID 1270191Notes

Reaction equation

HRID 1270191 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[N:14]2[C:8]([CH2:9][N:10]([C:19](=[O:32])[C:20]3[CH:25]=[CH:24][C:23]([CH:26]4[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]4)=[CH:22][CH:21]=3)[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13]2)=[CH:7][CH:6]=1)=[O:4].[OH-:35].[Na+]>CC(C)=O>[CH:26]1([C:23]2[CH:22]=[CH:21][C:20]([C:19]([N:10]3[C:11]4[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=4[CH2:13][N:14]4[C:5]([C:3]([OH:35])=[O:4])=[CH:6][CH:7]=[C:8]4[CH2:9]3)=[O:32])=[CH:25][CH:24]=2)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18449079HCID 18449079, compound

Product 1

HCID 10223535HCID 10223535, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2,2,2-Trichloro-1-[(10-cyclohexylbenzoyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]bernzodiazepin-3-yl]-ethanone of Example 7 (5.83 g) was added to a mixture of acetone (100 mL) and 2.5 N sodium hydroxide (8.5 mL). The reaction mixture was refluxed for one hour and then evaporated to dryness. Water was added to the residue and the solution was extracted with dichloromethane. The aqueous layer was acidified with glacial acetic acid and evaporated to dryness. The residual oil crystallized to provide the title compound as a light tan solid (3.03 g), m.p. 193–194° C.

Workup

  1. temperatureThe reaction mixture was refluxed for one hour
  2. customevaporated to dryness
  3. additionWater was added to the residue
  4. extractionthe solution was extracted with dichloromethane
  5. customevaporated to dryness
  6. customThe residual oil crystallized

Sources & evidence

ORD record
ord-192e5ad9a59f404d968c039461d487bf
Source dataset
uspto-grants-2007_04
Patent number
US07202239B2

Reaction notes

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