HCID 21078804, compound → HCID 21078808, compound

HRID 1375242Notes

Reaction equation

HRID 1375242 reaction equation
C(OC([NH:8][NH:9][C:10]([C:12]1[CH:13]=[CH:14][C:15]([CH3:31])=[C:16]([C:18]2[CH:23]=[CH:22][C:21]([C:24]([NH:26][CH2:27][CH:28]3[CH2:30][CH2:29]3)=[O:25])=[CH:20][CH:19]=2)[CH:17]=1)=[O:11])=O)(C)(C)C>FC(F)(F)C(O)=O>[CH:28]1([CH2:27][NH:26][C:24]([C:21]2[CH:20]=[CH:19][C:18]([C:16]3[CH:17]=[C:12]([C:10]([NH:9][NH2:8])=[O:11])[CH:13]=[CH:14][C:15]=3[CH3:31])=[CH:23][CH:22]=2)=[O:25])[CH2:30][CH2:29]1

Participants

3

Reactant 1

HCID 21078804HCID 21078804, compound

Product 1

HCID 21078808HCID 21078808, compoundYield 61.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

5′-[2-t-Butoxycarbonyl(hydrazinocarbonyl)]-N-(cyclopropylmethyl)-2′-methyl-1,1′-biphenyl-4-carboxamide (450 mg, 1.06 mmol) was dissolved in trifluoroacetic acid (4 ml) and stirred at room temperature for 3.5 h. The trifluoroacetic acid was evaporated under vacuum and the residue was partitioned between DCM and aqueous sodium bicarbonate. The organic phase and any precipitate produced were separated, washed with brine and concentrated under vacuum to give N-(cyclopropylmethyl)-5′-(hydrazinocarbonyl)-2′-methyl-1,1′-biphenyl-4-carboxamide as a white solid (210 mg, 61%).

Workup

  1. customThe trifluoroacetic acid was evaporated under vacuum
  2. customthe residue was partitioned between DCM and aqueous sodium bicarbonate
  3. customThe organic phase and any precipitate produced
  4. customwere separated
  5. washwashed with brine
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-9aaae6d0f28348f58b50d2eb68bbbe9d
Source dataset
uspto-grants-2007_01
Patent number
US07166623B2

Reaction notes

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