Trifluoroacetic acid → HCID 11517334, compound

HRID 1392526Notes

Reaction equation

HRID 1392526 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-3dc0ef3b03cc4ccc8dd2b75b85d1a564
Source dataset
uspto-grants-2008_03
Patent number
US07342118B2

Reaction notes

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