Water → HCID 71735461, compound

HRID 1481219Notes

Reaction equation

HRID 1481219 reaction equation
C([O:5][C:6](=[O:36])[CH:7]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[CH2:8][NH:9][C:10]([C:12]1[N:13]=[CH:14][C:15]2[C:20]([C:21]=1[OH:22])=[CH:19][CH:18]=[C:17]([O:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH:16]=2)=[O:11])(C)(C)C.C(O)(C(F)(F)F)=O.O>C(Cl)Cl>[OH:22][C:21]1[C:20]2[C:15](=[CH:16][C:17]([O:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:18][CH:19]=2)[CH:14]=[N:13][C:12]=1[C:10]([NH:9][CH2:8][CH:7]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:6]([OH:36])=[O:5])=[O:11]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 89813165HCID 89813165, compound

Product 1

HCID 71735461HCID 71735461, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-[(4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-2-phenyl-propionic acid tert-butyl ester (50 mg) and TFA (2 mL) in DCM (2 mL) was stirred at rt for 3 h; then the mixture was concentrated and resulting residue was treated with water; the solids were collected via filtration and air dried to give desired product as white solids (35 mg). LC-MS ESI+: 429 (M+1)+.

Workup

  1. concentrationthen the mixture was concentrated
  2. customresulting residue
  3. filtrationthe solids were collected via filtration and air
  4. customdried

Sources & evidence

ORD record
ord-53f190d312154b0f9fb50e767f1d283e
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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