HCID 21073051, compound → HCID 21072958, compound

HRID 1373241Notes

Reaction equation

HRID 1373241 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][CH2:45][NH:46][C:47](=[O:56])[CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=1[F:55])[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][CH2:45][NH:46][C:47](=[O:56])[CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][C:50]=1[F:55])[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 21073051HCID 21073051, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 21072958HCID 21072958, compoundYield 194.4%

Procedure

A 2 N hydrochloric acid/ethyl acetate solution (4 ml) of N-[2-[3-(tert-butoxycarbonylaminomethyl)phenoxy]-4-chlorophenyl]-N-[3-[(2-fluorophenyl)acetylamino]propyl]-4-phenylbenzamide (0.18 g, 0.25 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-[3-[(2-fluorophenylacetyl)amino]propyl]-4-phenylbenzamide hydrochloride (0.16 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-24b574242b3147d3a35e29475d08bca0
Source dataset
uspto-grants-2007_01
Patent number
US07160887B1

Reaction notes

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