Hydrogen chloride-ethyl acetate → HCID 69351864, compound

HRID 1373251Notes

Reaction equation

HRID 1373251 reaction equation
Cl.C(OCC)(=O)C.[C:8]1([C:14]2[CH:61]=[CH:60][C:17]([C:18]([N:20]([CH2:45][CH2:46][CH2:47][NH:48][C:49]([NH:51][CH2:52][C:53]3[CH:58]=[CH:57][CH:56]=[CH:55][C:54]=3[F:59])=[O:50])[C:21]3[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][C:22]=3[O:23][C:24]3[CH:25]=[C:26]([C@@H:30]([NH:32]C(=O)OC(C)(C)C)[CH3:31])[CH:27]=[CH:28][CH:29]=3)=[O:19])=[CH:16][CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(OCC)(=O)C>[ClH:44].[NH2:32][C@H:30]([C:26]1[CH:25]=[C:24]([CH:29]=[CH:28][CH:27]=1)[O:23][C:22]1[CH:40]=[C:41]([Cl:44])[CH:42]=[CH:43][C:21]=1[N:20]([CH2:45][CH2:46][CH2:47][NH:48][C:49]([NH:51][CH2:52][C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][C:54]=1[F:59])=[O:50])[C:18](=[O:19])[C:17]1[CH:16]=[CH:15][C:14]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:61][CH:60]=1)[CH3:31]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 131726198HCID 131726198, compound

Product 1

HCID 69351864HCID 69351864, compoundYield 187.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A 4 N hydrochloric acid/ethyl acetate (3 ml) solution was added to an ethyl acetate (3 ml) solution of tert-butyl(1S)-1-[3-[2-[(4-phenylbenzoyl)[3-[[[(2-fluorobenzyl)amino]carbonyl]amino]propyl]amino]-5-chlorophenoxy]phenyl]ethylcarbamate (0.36 g, 0.48 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-[(1S)-1-aminoethyl]phenoxy]-4-chlorophenyl]-N-[3-[[[(2-fluorobenzyl)amino]carbonyl]amino]propyl]-4-phenylbenzamide hydrochloride (0.31 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-ee75c23349f5447dab170cc87dd33b0d
Source dataset
uspto-grants-2007_01
Patent number
US07160887B1

Reaction notes

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