Water → HCID 71735462, compound

HRID 1481217Notes

Reaction equation

HRID 1481217 reaction equation
C([O:5][C:6](=[O:38])[CH:7]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH2:8][NH:9][C:10]([C:12]1[N:13]=[C:14]([C:30]#[N:31])[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>[C:30]([C:14]1[C:15]2[C:20](=[CH:19][CH:18]=[C:17]([O:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH:16]=2)[C:21]([OH:22])=[C:12]([C:10]([NH:9][CH2:8][CH:7]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:6]([OH:38])=[O:5])=[O:11])[N:13]=1)#[N:31]

Participants

5

Reactant 3

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 89813051HCID 89813051, compound

Product 1

HCID 71735462HCID 71735462, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-[(1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-2-phenyl-propionic acid tert-butyl ester (60 mg) and TFA (2 mL) in DCM (2 mL) was stirred at rt for 3 h. The mixture was concentrated and resulting residue was treated with water; solids were collected via filtration and air dried to give desired product (50 mg). LC-MS ESI+: 454 (M+1)+.

Workup

  1. concentrationThe mixture was concentrated
  2. customresulting residue
  3. filtrationsolids were collected via filtration and air
  4. customdried

Sources & evidence

ORD record
ord-0c0951f5675b4e56a666368122aa2c16
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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