Trifluoroacetic acid → HCID 89812932, compound

HRID 1480957Notes

Reaction equation

HRID 1480957 reaction equation
C([O:5][C:6]([C:8]1([CH2:13][NH:14][C:15]([C:17]2[N:18]=[C:19]([C:35]#[N:36])[C:20]3[C:25]([C:26]=2[OH:27])=[CH:24][CH:23]=[C:22]([O:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:21]=3)=[O:16])[CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:35]([C:19]1[C:20]2[C:25](=[CH:24][CH:23]=[C:22]([O:28][C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:21]=2)[C:26]([OH:27])=[C:17]([C:15]([NH:14][CH2:13][C:8]2([C:6]([OH:7])=[O:5])[CH2:9][CH2:10][CH2:11][CH2:12]2)=[O:16])[N:18]=1)#[N:36]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89812839HCID 89812839, compound

Product 1

HCID 89812932HCID 89812932, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-{[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-cyclopentanecarboxylic acid tert-butyl ester (164 mg), TFA (5 mL) and DCM (5 mL) was stirred at rt overnight; then concentrated, the residue was dissolved in water and added 2 M HCl solution, solids were collected via filtration, washed with water and air dried to give the desired product (143 mg). LC MS ESI+: 432 (M+1)+.

Workup

  1. concentrationthen concentrated
  2. dissolutionthe residue was dissolved in 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-e4b8801f69a648f4a6eff9a09b81dcdb
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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