HCID 21073052, compound → HCID 9961145, compound

HRID 1373218Notes

Reaction equation

HRID 1373218 reaction equation
C(OC([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:46]=[CH:47][CH:48]=1)[O:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[N:21]([CH2:37][C:38]1[CH:43]=[CH:42][C:41]([Cl:44])=[C:40]([Cl:45])[CH:39]=1)[C:22](=[O:36])[CH2:23][CH2:24][C:25]([NH:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[F:35])=[O:26])=O)(C)(C)C>Cl.C(OCC)(=O)C>[ClH:20].[NH2:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:46]=[CH:47][CH:48]=1)[O:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[N:21]([CH2:37][C:38]1[CH:43]=[CH:42][C:41]([Cl:44])=[C:40]([Cl:45])[CH:39]=1)[C:22](=[O:36])[CH2:23][CH2:24][C:25]([NH:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[F:35])=[O:26]

Participants

3

Reactant 1

HCID 21073052HCID 21073052, compound

Product 1

HCID 9961145HCID 9961145, compoundYield 162.3%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

A 2 N hydrochloric acid/ethyl acetate solution (10 ml) of N-[2-[3-(tert-butoxycarbonylaminomethyl)phenoxy]-4-chlorophenyl]-N-(3,4-dichlorobenzyl)-N′-(2-fluorobenzyl)succinamide (0.50 g, 0.7 mmols) was 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-aminomethylphenoxy)-4-chlorophenyl]-N-(3,4-dichlorobenzyl)-N′-(2-fluorobenzyl)succinamide hydrochloride (0.37 g, 82.2%).

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-623f128988c54afbad27f098ec68ed3b
Source dataset
uspto-grants-2007_01
Patent number
US07160887B1

Reaction notes

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