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tert-Butyl (1-isopropylpiperidin-4-yl)carbamate → 1-(Propan-2-yl)piperidin-4-amine

HRID 18506
Notes
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Reaction equation

HRID 18506 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH:14]([CH3:16])[CH3:15])[CH2:10][CH2:9]1)(C)(C)C>CO.Cl>[CH:14]([N:11]1[CH2:12][CH2:13][CH:8]([NH2:7])[CH2:9][CH2:10]1)([CH3:16])[CH3:15]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 20801240tert-Butyl (1-isopropylpiperidin-4-yl)carbamate

Product 1

HCID 31633331-(Propan-2-yl)piperidin-4-amine

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

To 4.8 g (1-Isopropyl-piperidin-4-yl)-carbamic acid tert-butyl ester in 15 mL methanol, 20 mL methanolic hydrochloric acid (8 M) were added and the mixture was stirred for 16 h. Removal of the solvent under reduced pressure, followed by removal of residual volatiles by twice coevaporating with toluene, gave the product. Yield: 5.42 g MS (ES+): m/e=143.

Workup

  1. customRemoval of the solvent under reduced pressure
  2. customfollowed by removal of residual volatiles
  3. customgave the product

Sources & evidence

ORD record
ord-6fa2e1b0db5b4502a6fba40fd57bed62
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07741341B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes