HCID 87950499, compound → HCID 18469986, compound

HRID 2228448Notes

Reaction equation

HRID 2228448 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20](=[O:36])[CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([NH:29][C:30](=[O:35])[C:31]([F:34])([F:33])[F:32])=[CH:25][CH:24]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[F:33][C:31]([F:32])([F:34])[C:30]([NH:29][C:26]1[CH:25]=[CH:24][C:23]([CH2:22][CH2:21][C:20](=[O:36])[C:17]2[CH:18]=[CH:19][C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:15][CH:16]=2)=[CH:28][CH:27]=1)=[O:35]

Participants

4

Reactant 1

HCID 87950499HCID 87950499, compound

Product 1

HCID 18469986HCID 18469986, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A suspension of 4-(4-{3-[4-(2,2,2-trifluoroacetylamino)phenyl]propionyl}-phenyl)piperazine-1-carboxylic acid tert-butyl ester (2.5 g, 4.95 mmol) in dichloromethane (10 mL) and trifluoroacetic acid (10 mL) was stirred at room temperature for 1 hour. The reaction mixture was concentrated in vacuo and diluted with water. The resultant white solid was collected, washed with water, dried in vacuo to give the title compound (1.93 g, 96%). The product was used in the next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with water
  3. customThe resultant white solid was collected
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-9c4ad7f779a94c68a26c37476c9eec9a
Source dataset
uspto-grants-2002_07
Patent number
US06417186B1

Reaction notes

Loading…