HCID 21073050, compound → HCID 21072954, compound

HRID 1373240Notes

Reaction equation

HRID 1373240 reaction equation
Cl.C(OCC)(=O)C.C(OC([NH:15][CH2:16][C:17]1[CH:18]=[C:19]([CH:57]=[CH:58][CH:59]=1)[O:20][C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[N:28]([CH2:43][CH2:44][NH:45][C:46](=[O:56])[CH2:47][CH:48]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)[CH3:49])[C:29](=[O:42])[C:30]1[CH:35]=[CH:34][C:33]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[CH:32][CH:31]=1)=O)(C)(C)C>>[ClH:27].[NH2:15][CH2:16][C:17]1[CH:18]=[C:19]([CH:57]=[CH:58][CH:59]=1)[O:20][C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[N:28]([CH2:43][CH2:44][NH:45][C:46](=[O:56])[CH2:47][CH:48]([C:50]1[CH:51]=[CH:52][CH:53]=[CH:54][CH:55]=1)[CH3:49])[C:29](=[O:42])[C:30]1[CH:31]=[CH:32][C:33]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 21073050HCID 21073050, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 21072954HCID 21072954, compoundYield 189.9%

Procedure

A 2 N hydrochloric acid/ethyl acetate solution (4 ml) of N-[2-[3-(tert-butoxycarbonylaminomethyl)phenoxy]-4-chlorophenyl]-N-[2-(3-phenylbutyryl)aminoethyl]-4-phenylbenzamide (0.1 g, 0.14 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-(aminomethyl)phenoxy]-4-chlorophenyl]-N-[2-(3-phenylbutyryl)aminoethyl]-4-phenylbenzamide hydrochloride (0.087 g, 95%).

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-de0dfda175994f43ad437c045b549512
Source dataset
uspto-grants-2007_01
Patent number
US07160887B1

Reaction notes

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