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Hydrochloric Acid → HCID 10221322, compound

HRID 1976599
Notes
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Reaction equation

HRID 1976599 reaction equation
C(OC([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][CH:15]([C:18]2[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=2[C:20]#[N:21])[CH2:14][CH2:13]1)=O)(C)(C)C.[ClH:26]>C(OCC)(=O)C>[ClH:26].[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][CH:15]([C:18]2[CH:25]=[CH:24][CH:23]=[CH:22][C:19]=2[C:20]#[N:21])[CH2:16][CH2:17]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 105694032-[1-(3-Tert-butoxycarbonylamino-propyl)piperidin-4-yl]benzonitrile

Product 1

HCID 10221322HCID 10221322, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2-[1-(3-tert-butoxycarbonylamino-propyl)piperidin-4-yl] benzonitrile (0.73 g, 2.1 mmol) in ethyl acetate (100 ml), cooled to 0° C. was added hydrogen chloride gas, bubbled vigorously for 5 minutes. The reaction mixture was stirred for 10 minutes at 0° C., purged with argon and concentrated. Flushing with ethyl acetate×2 and concentration gave 2-[1-(3-aminopropyl)-piperidin-4-yl]benzonitrile hydrochloride.

Workup

  1. custombubbled vigorously for 5 minutes
  2. custompurged with argon
  3. concentrationconcentrated
  4. customFlushing with ethyl acetate×2 and concentration

Sources & evidence

ORD record
ord-8cb9ee86bef349779b3ebb357e1a8477
Source dataset
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06228870B1

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes