Trifluoroacetic acid methylene chloride → HCID 178478184, compound

HRID 1486593Notes

Reaction equation

HRID 1486593 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[N:14]=[C:13]([NH:15][CH:16]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]3)[NH:12][N:11]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[C:29]([OH:35])([C:31]([F:34])([F:33])[F:32])=[O:30].C(Cl)Cl>>[F:32][C:31]([F:34])([F:33])[C:29]([OH:35])=[O:30].[Cl:8][C:6]1[CH:5]=[C:4]([NH:9][C:10]2[N:14]=[C:13]([NH:15][CH:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[NH:12][N:11]=2)[CH:3]=[C:2]([Cl:1])[CH:7]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 178452086Tert-butyl 4-(3-(3,5-dichlorophenylamino)-1H-1,2,4-triazol-5-ylamino)piperidine-1-carboxylate

Product 1

HCID 178478184HCID 178478184, compoundYield 96%

Procedure

Tert-butyl 4-(3-(3,5-dichlorophenylamino)-1H-1,2,4-triazol-5-ylamino)piperidine-1-carboxylate (180 mg, 0.42 mmol) was dissolved in 30% TFA/methylene chloride (10 mL) and the mixture was stirred at rt for 30 min. Removal of solvent under reduced pressure gave a solid, which was washed with diethyl ether (10 mL) to give 178 mg (96%) of desired product as an off-white solid. MS +m/z: 327.0 (M+H)+

Workup

  1. customRemoval of solvent under reduced pressure
  2. customgave a solid, which
  3. washwas washed with diethyl ether (10 mL)

Sources & evidence

ORD record
ord-168bfd985cd04027923aadbd95389813
Source dataset
uspto-grants-2016_08
Patent number
US09428469B2

Reaction notes

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