Trifluoroacetic acid → HCID 11517334, compound

HRID 553170Notes

Reaction equation

HRID 553170 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:18]=[C:17]([NH:19][C:20](=[O:37])[CH:21]([NH:25][C:26](=[O:36])[CH2:27][C:28]3[CH:33]=[C:32]([F:34])[CH:31]=[C:30]([F:35])[CH:29]=3)[CH2:22][CH2:23][CH3:24])[N:16]=[CH:15]2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[NH:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH:18]=[C:17]([NH:19][C:20](=[O:37])[CH:21]([NH:25][C:26](=[O:36])[CH2:27][C:28]3[CH:33]=[C:32]([F:34])[CH:31]=[C:30]([F:35])[CH:29]=3)[CH2:22][CH2:23][CH3:24])[N:16]=[CH:15]2)[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 11670845HCID 11670845, compound

Product 1

HCID 11517334HCID 11517334, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-pentanoylamino}-imidazol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (1.1 g, 2.1 mmole) was dissolved in 20 mL of methylene chloride and 1.6 mL of trifluoroacetic acid was added. Reaction stirred overnight, extrated with sodium bicarbonate, and used without further purification to afford the title compound: C13 NMR (100 MHz, CDCl3) 12.8, 18.9, 29.9, 34.1, 41.5, 43.2, 52.4, 53.7, 101.8, 105.6, 111.9, 112.1, 132.0, 137.1, 170.4, 171.5; MS 420.1 m/z (M+1).

Workup

  1. customReaction
  2. customused without further purification

Sources & evidence

ORD record
ord-2edd7653741c4f869d9cbb8b2421cfba
Source dataset
uspto-grants-2011_05
Patent number
US07951958B2

Reaction notes

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