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

HRID 928Notes

Reaction equation

HRID 928 reaction equation
[ClH:1].N#N.C(OC([NH:11][C@H:12]([C:16]([NH:18][CH:19]([CH3:30])[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]#[N:29])=[CH:24][CH:23]=1)=[O:17])[CH:13]([CH3:15])[CH3:14])=O)(C)(C)C>C(Cl)Cl>[ClH:1].[C:28]([C:25]1[CH:24]=[CH:23][C:22]([O:21][CH2:20][CH:19]([NH:18][C:16](=[O:17])[C@H:12]([CH:13]([CH3:14])[CH3:15])[NH2:11])[CH3:30])=[CH:27][CH:26]=1)#[N:29]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86752165N2 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-ce63d85729de446eab4672445f571a2d
Source dataset
uspto-grants-1998_03
Patent number
US05723469

Reaction notes

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