HCID 21073056, compound → HCID 21072976, compound

HRID 1373258Notes

Reaction equation

HRID 1373258 reaction equation
[ClH:1].C(OCC)(=O)C.C(OC([NH:15][CH2:16][C:17]1[CH:18]=[C:19]([CH:56]=[CH:57][CH:58]=1)[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]([CH2:42][CH2:43][CH2:44][CH2:45][NH:46][C:47](=[O:55])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[F:54])[C:28](=[O:41])[C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[CH:31][CH:30]=1)=O)(C)(C)C>C(OCC)(=O)C>[ClH:1].[NH2:15][CH2:16][C:17]1[CH:18]=[C:19]([CH:56]=[CH:57][CH:58]=1)[O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]([CH2:42][CH2:43][CH2:44][CH2:45][NH:46][C:47](=[O:55])[C:48]1[CH:53]=[CH:52][CH:51]=[CH:50][C:49]=1[F:54])[C:28](=[O:41])[C:29]1[CH:30]=[CH:31][C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[CH:33][CH:34]=1

Participants

4

Reactant 2

HCID 21073056HCID 21073056, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 21072976HCID 21072976, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 4 N hydrochloric acid/ethyl acetate solution (5 ml) was added to an ethyl acetate (5 ml) solution of N-[2-[3-(tert-butoxycarbonylaminomethyl)phenoxy]phenyl]-N-[4-[(2-fluorobenzoyl)amino]butyl]-4-phenylbenzamide (0.13 g, 0.18 mmols), and stirred at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure. The solid precipitated was taken out through filtration, and washed with ethyl ether to give an amorphous solid of N-[2-[3-(aminomethyl)phenoxy]phenyl]-N-[4-[(2-fluorobenzoyl)amino]butyl]-4-phenylbenzamide hydrochloride (0.07 g, 64%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe solid precipitated
  3. filtrationwas taken out through filtration
  4. washwashed with ethyl ether

Sources & evidence

ORD record
ord-ca2835be59104c73b386fcabf4898708
Source dataset
uspto-grants-2007_01
Patent number
US07160887B1

Reaction notes

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