Acetic-formic anhydride → HCID 18449084, compound

HRID 1270182Notes

Reaction equation

HRID 1270182 reaction equation
[CH:1]1([C:7]2[CH:28]=[CH:27][C:10]([C:11]([N:13]3[C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=4[CH2:17][N:16]4[CH:24]=[CH:25][CH:26]=[C:15]4[CH2:14]3)=[O:12])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:29](OC=O)(=[O:31])C>ClCCl>[CH:1]1([C:7]2[CH:28]=[CH:27][C:10]([C:11]([N:13]3[C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=4[CH2:17][N:16]4[C:24]([CH:29]=[O:31])=[CH:25][CH:26]=[C:15]4[CH2:14]3)=[O:12])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 75269Acetic-formic anhydrideHCID 10177192HCID 10177192, compound

Product 1

HCID 18449084HCID 18449084, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10-(4-Cyclohexyl-benzoyl)-10,11-dihydro-5H-pyrrolo[2,1-c][1.4]benzodiazepine of Example 4 (1.065 g) in dichloromethane (50 mL) was reacted with formic acetic anhydride. After stirring at room temperature overnight, the reaction mixture was washed with water and saturated aqueous sodium bicabonate, dried over anhydrous sodium sulfate and evaporated to dryness. The residue was filtered through a short column of Magnesol® to provide the desired title compound which was used as such in the next step.

Workup

  1. washthe reaction mixture was washed with water and saturated aqueous sodium bicabonate
  2. dry with materialdried over anhydrous sodium sulfate
  3. customevaporated to dryness
  4. filtrationThe residue was filtered through a short column of Magnesol®

Sources & evidence

ORD record
ord-73941a7883c849c190ae86f85b042d20
Source dataset
uspto-grants-2007_04
Patent number
US07202239B2

Reaction notes

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