Trifluoroacetic acid → HCID 86706145, compound

HRID 2176297Notes

Reaction equation

HRID 2176297 reaction equation
BrC1C=C2C(C=CC([C@H](N[C:15]([C@@H:17]3[CH2:22][CH2:21][CH2:20][N:19]([C:23](=[O:27])[C@@H:24]([NH2:26])[CH3:25])[NH:18]3)=[O:16])C)=N2)=CC=1.FC(F)(F)C(O)=[O:31]>ClCCl>[NH2:26][C@@H:24]([CH3:25])[C:23]([N:19]1[CH2:20][CH2:21][CH2:22][C@@H:17]([C:15]([OH:16])=[O:31])[NH:18]1)=[O:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86706146HCID 86706146, compound

Product 1

HCID 86706145HCID 86706145, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (S)-1-((S)-2-amino-propionyl)-hexahydro-pyridazine-3-carboxylic acid [(R)-1-(7-bromo-quinolin-2-yl)-ethyl]-amide (330 mg, 0.618 mmol) in dichloromethane (10 mL) at 0° C. was added trifluoroacetic acid (3.3 mL) and the reaction mixture stirred for 1 hour and then evaporated. The residue was dissolved in dichloromethane and washed with saturated bicarbonate solution (2×), the aqueous extracts washed with dichloromethane and the combined organic extracts passed through a hydrophobic frit and evaporated to give a yellow foam (232 mg) that was carried through to the next step directly.

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in dichloromethane
  3. washwashed with saturated bicarbonate solution (2×)
  4. washthe aqueous extracts washed with dichloromethane
  5. customevaporated

Sources & evidence

ORD record
ord-0627516f68fb4a70ab161b76c62c77bf
Source dataset
uspto-grants-2015_06
Patent number
US09062092B2

Reaction notes

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