Hydrochloric Acid → HCID 70092694, compound

HRID 1934397Notes

Reaction equation

HRID 1934397 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11](/[CH:14]=[CH:15]/[C:16]([N:18]2[CH2:23][CH2:22][CH2:21][C@@H:20]([C:24]([NH:26][CH2:27][CH:28]([CH2:32][OH:33])[C:29]([OH:31])=[O:30])=[O:25])[CH2:19]2)=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:34]>C(OCC)(=O)C>[ClH:34].[NH:8]1[CH2:13][CH2:12][CH:11](/[CH:14]=[CH:15]/[C:16]([N:18]2[CH2:23][CH2:22][CH2:21][C@@H:20]([C:24]([NH:26][CH2:27][CH:28]([CH2:32][OH:33])[C:29]([OH:31])=[O:30])=[O:25])[CH2:19]2)=[O:17])[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70092803HCID 70092803, compound

Product 1

HCID 70092694HCID 70092694, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of N-[(R)-1-[3-(1-tert-butoxycarbonyl-4-piperidyl)-(E)-acryloyl]-3-piperidylcarbonyl]-2-hydroxymethyl-β-alanine (0.24 g) in ethyl acetate (2 ml) was added 4N HCl in ethyl acetate (1.3 ml) at 0° C., and the reaction mixture was stirred for 2 hours at room temperature. The precipitates were filtered and washed with diethyl ether to give N-[(R)-1-[3-(4-piperidyl)-(E)-acryloyl]-3-piperidylcarbonyl]-2-hydroxymethyl-β-alanine hydrochloride (0.17 g, 82.0%).

Workup

  1. filtrationThe precipitates were filtered
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-ad5b63f3e8ab4973923e8fc4457c5577
Source dataset
uspto-grants-2002_05
Patent number
US06384028B1

Reaction notes

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