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Trifluoroacetic acid → HCID 178511291, compound

HRID 1007310
Notes
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Reaction equation

HRID 1007310 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[N:8]2[CH:12]=[C:11]([C@@H:13]3[CH2:15][C@H:14]3[C:16]#[N:17])[N:10]=[CH:9]2)C=CC=CC=1.[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33]>>[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[C:16]([C@@H:14]1[CH2:15][C@H:13]1[C:11]1[N:10]=[CH:9][NH:8][CH:12]=1)#[N:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69872359HCID 69872359, compound

Product 1

HCID 178511291HCID 178511291, compoundYield 55%

Procedure

A mixture of N-triphenylmethyl-4-(trans-2-cyano-cyclopropyl)imidazole (200 mg, 0.54 mmol) and trifluoroacetic acid (TFA) (10 mL) was stirred at room temperature for 1-3 hours. The TFA was evaporated under reduced pressure. The resulting mixture was diluted with distilled water (5 mL) and extracted with ether (3×15 mL). The aqueous layer was lyophilized to give the product as a solid (73 mg, 55% yield).

Workup

  1. customThe TFA was evaporated under reduced pressure
  2. additionThe resulting mixture was diluted with distilled water (5 mL)
  3. extractionextracted with ether (3×15 mL)

Sources & evidence

ORD record
ord-53478d981d1e4cc49a574fc033ee6e61
Source dataset
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06794405B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes