Hydrochloric Acid → 1-[({4-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]phenyl}amino)carbonyl]cyclopentanaminium chloride

HRID 1008974Notes

Reaction equation

HRID 1008974 reaction equation
C(OC([NH:8][C:9]1([C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:19][CH:18]=2)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10]1)=O)(C)(C)C.[ClH:30]>C(Cl)Cl.C(OCC)C>[Cl-:30].[CH2:28]([O:27][C:25](=[O:26])/[CH:24]=[CH:23]/[C:20]1[CH:21]=[CH:22][C:17]([NH:16][C:14]([C:9]2([NH3+:8])[CH2:13][CH2:12][CH2:11][CH2:10]2)=[O:15])=[CH:18][CH:19]=1)[CH3:29]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59016322(E)-ethyl 3-(4-(1-(tert-butoxycarbonylamino)cyclopentanecarboxamido)phenyl)acrylate

Product 1

HCID 866297801-[({4-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]phenyl}amino)carbonyl]cyclopentanaminium chloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

Ethyl (2E)-3-{4-[({1-[(tert-butoxycarbonyl)amino]cyclopentyl}carbonyl)amino]phenyl}acrylate (from Step 1) was dissolved in CH2Cl2 (0.5 M) and an excess of hydrogen chloride in diethyl ether (2.0 M) was added. The solution was left stirring overnight at RT. The precipitate formed was filtered off and dried in vacuo. A colourless solid was obtained (99%), which was used without further characterisation.

Workup

  1. waitThe solution was left
  2. customThe precipitate formed
  3. filtrationwas filtered off
  4. customdried in vacuo
  5. customA colourless solid was obtained (99%), which

Sources & evidence

ORD record
ord-2997948f9b7944189f96ea77645f4ece
Source dataset
uspto-grants-2011_07
Patent number
US07973026B2

Reaction notes

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