Trifluoroacetic acid → HCID 68534930, compound

HRID 644224Notes

Reaction equation

HRID 644224 reaction equation
[C:1]([C:5]1[CH:30]=[CH:29][C:8]([C:9]([NH:11][C:12]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:13]=2[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][N:18]=2)=[O:15])=[O:10])=[C:7]([O:31][CH:32]2[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34][CH2:33]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C1(OC)C=CC=CC=1.[C:53]([OH:59])([C:55]([F:58])([F:57])[F:56])=[O:54]>ClCCl>[F:56][C:55]([F:58])([F:57])[C:53]([OH:59])=[O:54].[C:1]([C:5]1[CH:30]=[CH:29][C:8]([C:9]([NH:11][C:12]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:13]=2[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][N:18]=2)=[O:15])=[O:10])=[C:7]([O:31][CH:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 68535163HCID 68535163, compound

Product 1

HCID 68534930HCID 68534930, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 2-[4-(tert-butyl)-2-(1-Boc-piperidin-4-yloxy)benzoyl-amino]-5-chloro-N-(5-fluoropyridin-2-yl)benzamide (0.3 g, 0.48 mmol) and anisole (0.26 mL) in dichloromethane (10 mL) was added TFA (1 mL). After 2 h, the solvent was removed in vacuo and the residue was suspended in diethyl ether and concentrated in vacuo twice and then again suspended in diethyl ether with vigorous stirring. The solid was washed with diethyl ether, filtered and dried in vacuo to give 0.28 g (90%) of off-white solid,

Workup

  1. customthe solvent was removed in vacuo
  2. concentrationconcentrated in vacuo twice
  3. washThe solid was washed with diethyl ether
  4. filtrationfiltered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-77798d67be094774962b4b33d4986765
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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