Hydrochloric Acid → N1-[2-(4-cyanophenoxy)-1-methylethyl]L-valinamide hydrochloride

HRID 1900169Notes

Reaction equation

HRID 1900169 reaction equation
[ClH:1].C(OC([NH:9][C@H:10]([C:14]([NH:16][CH:17]([CH3:28])[CH2:18][O:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][CH:21]=1)=[O:15])[CH:11]([CH3:13])[CH3:12])=O)(C)(C)C>C(Cl)Cl>[ClH:1].[C:26]([C:23]1[CH:22]=[CH:21][C:20]([O:19][CH2:18][CH:17]([NH:16][C:14](=[O:15])[C@H:10]([CH:11]([CH3:12])[CH3:13])[NH2:9])[CH3:28])=[CH:25][CH:24]=1)#[N:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54072441N2-tert-butoxycarbonyl-N1-[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide

Product 1

HCID 22866849N1-[2-(4-cyanophenoxy)-1-methylethyl]L-valinamide hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Hydrogen chloride gas was introduced into a solution containing 3.7 g of N2-tert-butoxycarbonyl-N1 -[2-(4-cyanophenoxy)-1-methylethyl]-L-valinamide dissolved in 100 mL of methylene chloride for 1 hour at room temperature. After completion of the reaction, the methylene chloride was removed under reduced pressure, thus obtaining a crude crystal. The crude crystal was washed with acetone to afford 3.1 g of the desired product (yield: 100%). Melting point: 59°-63° C.

Workup

  1. customAfter completion of the reaction
  2. customthe methylene chloride was removed under reduced pressure
  3. customthus obtaining a crude crystal
  4. washThe crude crystal was washed with acetone

Sources & evidence

ORD record
ord-35806aa9b4d7437e9f7e87e754e8b7a6
Source dataset
uspto-grants-1996_11
Patent number
US05574064

Reaction notes

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