HCID 20775790, compound → HCID 20775785, compound

HRID 1815889Notes

Reaction equation

HRID 1815889 reaction equation
C([O:5][C:6](=[O:35])[CH2:7][O:8][C:9]1[C:14]([C:15](=[O:24])[NH:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:13][C:12]([C:25](=[O:34])[NH:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[CH:11][N:10]=1)(C)(C)C>FC(F)(F)C(O)=O.C(Cl)(Cl)Cl.C(OCC)(=O)C>[CH2:17]([NH:16][C:15]([C:14]1[C:9]([O:8][CH2:7][C:6]([OH:35])=[O:5])=[N:10][CH:11]=[C:12]([C:25](=[O:34])[NH:26][CH2:27][C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:13]=1)=[O:24])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 1

HCID 20775790HCID 20775790, compound

Product 1

HCID 20775785HCID 20775785, compoundYield 68%

Reagents, catalysts & solvents 3

HCID 6212ChloroformSolventHCID 6422Trifluoroacetic acidSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 0.25 g (0.53 mmol) (3,5-Bis-benzylcarbamoyl-pyridin-2-yloxy)-acetic acid tert-butyl ester in 10 ml 50% trifluoroacetic acid in CHCl3 was stirred for 3 hours at room temperature. The reaction mixture was then concentrated at reduced pressure to obtain a solid. The solid was slurried in ethyl acetate, filtered, washed with ethyl acetate, and then dried at 55° C. at reduced pressure overnight. 0.15 g (68% yield) of the title compound. MS: m/z (APCI, AP+) 420 [M.]+. CHN Analysis: Calcd: C, 65.86; H, 5.05; N, 10.02. Found: C, 65.73; H, 5.08; N, 9.86.

Workup

  1. concentrationThe reaction mixture was then concentrated at reduced pressure
  2. customto obtain a solid
  3. filtrationfiltered
  4. washwashed with ethyl acetate
  5. customdried at 55° C. at reduced pressure overnight

Sources & evidence

ORD record
ord-4bce56d8f7b84b93ad83b1b3c6c3caf8
Source dataset
uspto-grants-2005_04
Patent number
US06881743B2

Reaction notes

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