Trifluoroacetic acid → HCID 18349166, compound

HRID 2268676Notes

Reaction equation

HRID 2268676 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:39])[N:24]([CH:34]2[CH2:38][CH2:37][CH2:36][CH2:35]2)[CH2:25][CH2:26][CH2:27][CH2:28][N:29]2[CH:33]=[N:32][CH:31]=[N:30]2)[CH:20]=[C:19]([Cl:40])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:40][C:19]1[CH:20]=[C:21]([CH:22]=[C:17]([O:16][CH2:15][CH2:14][NH:7][C:8]2[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=2)[CH:18]=1)[C:23]([N:24]([CH:34]1[CH2:35][CH2:36][CH2:37][CH2:38]1)[CH2:25][CH2:26][CH2:27][CH2:28][N:29]1[CH:33]=[N:32][CH:31]=[N:30]1)=[O:39]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54271774HCID 54271774, compound

Product 1

HCID 18349166HCID 18349166, compoundYield 45.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of {2-[3-chloro-5-(cyclopentyl-(4-[1,2,4]triazol-1-yl-butyl)-carbamoyl)-phenoxy]-ethyl}-pyridin-4-yl-carbamic acid tert-butyl ester (0.069 g) and trifluoroacetic acid (0.5 ml) in dichloromethane (0.5 ml) was stirred at room temperature for 1 h then concentrated under vacuum. The residue was purified by flash chromatography eluting with dichloromethane:methanol:ammonia (92:8:1 v/v/v), to give the title compound as a white foam (0.026 g).

Workup

  1. concentrationthen concentrated under vacuum
  2. customThe residue was purified by flash chromatography
  3. washeluting with dichloromethane:methanol:ammonia (92:8:1 v/v/v)

Sources & evidence

ORD record
ord-3d9750b3b65e404489212ac1c18c1840
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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