Trifluoroacetic acid → HCID 18349203, compound

HRID 2268690Notes

Reaction equation

HRID 2268690 reaction equation
C(OC(=O)[N:7]([CH2:14][CH2:15][O:16][C:17]1[CH:22]=[C:21]([C:23](=[O:37])[N:24]([CH:34]([CH3:36])[CH3:35])[CH2:25][CH2:26][O:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=2)[CH:20]=[C:19]([Cl:38])[CH:18]=1)[C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[Cl:38][C:19]1[CH:20]=[C:21]([CH:22]=[C:17]([O:16][CH2:15][CH2:14][NH:7][C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:18]=1)[C:23]([N:24]([CH:34]([CH3:36])[CH3:35])[CH2:25][CH2:26][O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=1)=[O:37]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69949070HCID 69949070, compound

Product 1

HCID 18349203HCID 18349203, compoundYield 18.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of {2-[3-chloro-5-(isopropyl-2-(pyridin-2-yloxy)-ethyl-carbamoyl)-phenoxy]-ethyl}-pyridin-4-yl-carbamic acid tert-butyl ester (0.033 g) and TFA (0.4 ml) in dichloromethane (0.4 ml) was stirred at room temp for 3 h then concentrated under vacuum. The residue was purified by flash chromatography on silica eluting with dichloromethane/methanol/ammonia (94:6:1) to give the title compound as a colourless gum (0.005 g).

Workup

  1. concentrationthen concentrated under vacuum
  2. customThe residue was purified by flash chromatography on silica eluting with dichloromethane/methanol/ammonia (94:6:1)

Sources & evidence

ORD record
ord-7bc66dc850324bfa913b3af5782b97b9
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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