Trifluoroacetic acid → HCID 18348938, compound

HRID 2268680Notes

Reaction equation

HRID 2268680 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:32])[N:24]([CH:29]([CH3:31])[CH3:30])[CH2:25][CH2:26][O:27][CH3:28])[CH:20]=[C:19]([Cl:33])[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:33][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:29]([CH3:31])[CH3:30])[CH2:25][CH2:26][O:27][CH3:28])=[O:32]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53810401HCID 53810401, compound

Product 1

HCID 18348938HCID 18348938, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of {2-[3-chloro-5-(isopropyl-2-methoxy-ethyl-carbamoyl)-phenoxy]-ethyl}-pyridin-4-yl-carbamic acid tert-butyl ester (Intermediate SS8) (0.056 g) and trifluoroacetic acid (0.6 ml) in dichloromethane (0.6 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 (94:6:1 then 92:8:1 v/v/v), to give the title compound as a colourless gum (0.036 g).

Workup

  1. concentrationthen concentrated under vacuum
  2. customThe residue was purified by flash chromatography
  3. washeluting with dichloromethane:methanol:ammonia (94:6:1

Sources & evidence

ORD record
ord-a315009badb94ac7b3144541016adbb5
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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