Trifluoroacetic acid → HCID 136330831, compound

HRID 869208Notes

Reaction equation

HRID 869208 reaction equation
[F:1][C:2]1[C:3]([C:8]2([CH2:12][N:13]([C:21]3[N:22]=[N:23][C:24]([C:27]4[S:28][C:29]([C:32]5[NH:36][C:35](=[O:37])[NH:34][N:33]=5)=[CH:30][CH:31]=4)=[CH:25][CH:26]=3)C(=O)OC(C)(C)C)[CH2:11][CH2:10][CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:1][C:2]1[C:3]([C:8]2([CH2:12][NH:13][C:21]3[N:22]=[N:23][C:24]([C:27]4[S:28][C:29]([C:32]5[NH:36][C:35](=[O:37])[NH:34][N:33]=5)=[CH:30][CH:31]=4)=[CH:25][CH:26]=3)[CH2:9][CH2:10][CH2:11]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 136387804HCID 136387804, compound

Product 1

HCID 136330831HCID 136330831, compoundYield 108.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl (1-(3-fluoropyridin-2-yl)cyclobutyl)methyl(6-(5-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)thiophen-2-yl)pyridazin-3-yl)carbamate (86 mg, 0.16 mmol) in DCM (6 mL) was added TFA (2 mL) at rt. The reaction mixture was stirred at rt for 2 hr followed by concentration to dryness. The crude mixture was purified by reverse phase chromatography to provide the title compound as a pale yellow solid (73.6 mg, quantitative). LRMS (M+H+) m/z 424.2.

Workup

  1. concentrationfollowed by concentration to dryness
  2. customThe crude mixture was purified by reverse phase chromatography

Sources & evidence

ORD record
ord-87790dbdd3b54688acf174969209f1b9
Source dataset
uspto-grants-2015_03
Patent number
US08969346B2

Reaction notes

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