Trifluoroacetic acid → HCID 117843708, compound

HRID 1480989Notes

Reaction equation

HRID 1480989 reaction equation
C([O:5][C:6]([C:8]1([CH2:15][NH:16][C:17]([C:19]2[N:20]=[C:21]([C:37]#[N:38])[C:22]3[C:27]([C:28]=2[OH:29])=[CH:26][CH:25]=[C:24]([O:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:23]=3)=[O:18])[CH2:13][CH2:12][S:11](=[O:14])[CH2:10][CH2:9]1)=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[C:37]([C:21]1[C:22]2[C:27](=[CH:26][CH:25]=[C:24]([O:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[CH:23]=2)[C:28]([OH:29])=[C:19]([C:17]([NH:16][CH2:15][C:8]2([C:6]([OH:7])=[O:5])[CH2:9][CH2:10][S:11](=[O:14])[CH2:12][CH2:13]2)=[O:18])[N:20]=1)#[N:38]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117843666HCID 117843666, compound

Product 1

HCID 117843708HCID 117843708, compoundYield 97.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-{[(1-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]-methyl}-1-oxo-hexahydro-1λ4-thiopyran-4-carboxylic acid tert-butyl ester (23 mg), TFA (5 mL) and DCM (5 mL) was stirred at rt overnight; 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 (20 mg). LC MS ESI+: 480 (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-c78ef09473884fd19d201973eb6d42ad
Source dataset
uspto-grants-2016_08
Patent number
US09409892B2

Reaction notes

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