Trifluoroacetic acid → HCID 89812832, compound

HRID 1480982Notes

Reaction equation

HRID 1480982 reaction equation
C([O:5][C:6]([C:8]1([CH2:12][NH:13][C:14]([C:16]2[N:17]=[C:18]([C:36]#[N:37])[C:19]3[C:24]([C:25]=2[OH:26])=[CH:23][CH:22]=[C:21]([O:27][C:28]2[C:33]([F:34])=[CH:32][CH:31]=[CH:30][C:29]=2[F:35])[CH:20]=3)=[O:15])[CH2:11][CH2:10][CH2:9]1)=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:36]([C:18]1[C:19]2[C:24](=[CH:23][CH:22]=[C:21]([O:27][C:28]3[C:33]([F:34])=[CH:32][CH:31]=[CH:30][C:29]=3[F:35])[CH:20]=2)[C:25]([OH:26])=[C:16]([C:14]([NH:13][CH2:12][C:8]2([C:6]([OH:7])=[O:5])[CH2:9][CH2:10][CH2:11]2)=[O:15])[N:17]=1)#[N:37]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89812970HCID 89812970, compound

Product 1

HCID 89812832HCID 89812832, compoundYield 86.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-({[1-cyano-7-(2,6-difluoro-phenoxy)-4-hydroxy-isoquinoline-3-carbonyl]-amino}-methyl)-cyclobutanecarboxylic acid tert-butyl ester (13 mg), TFA (0.3 mL) and DCM (1 mL) was stirred at rt for 1 h; then concentrated, the residue was treated with water and added 2 M HCl solution, solids were collected via filtration, washed with water and air dried to give the desired product (10 mg). LC MS ESI+: 454 (M+1)+.

Workup

  1. concentrationthen concentrated
  2. additionthe residue was treated with water
  3. additionadded 2 M HCl solution, solids
  4. filtrationwere collected via filtration
  5. washwashed with water and air
  6. customdried

Sources & evidence

ORD record
ord-5698cdb637bd4efc8a79c1520423e3b3
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

Loading…