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Hydrochloric Acid → 8-[1,4]-Diazepan-1-yl-6-isopropyl-quinoline dihydrochloride

HRID 2063580
Notes
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Reaction equation

HRID 2063580 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[CH:16]=[C:17]([CH:25]([CH3:27])[CH3:26])[CH:18]=[C:19]3[C:24]=2[N:23]=[CH:22][CH:21]=[CH:20]3)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:28]>CO.O1CCOCC1>[ClH:28].[ClH:28].[N:11]1([C:15]2[CH:16]=[C:17]([CH:25]([CH3:27])[CH3:26])[CH:18]=[C:19]3[C:24]=2[N:23]=[CH:22][CH:21]=[CH:20]3)[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 593661634-(6-Isopropyl-quinolin-8-yl)[1,4]-diazepan-1-carboxylic acid tert-butyl ester

Product 1

HCID 668909958-[1,4]-Diazepan-1-yl-6-isopropyl-quinoline dihydrochlorideYield 100%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

4-(6-Isopropyl-quinolin-8-yl)[1,4]-diazepan-1-carboxylic acid tert-butyl ester (1.3 g, 1.0 equiv) was dissolved in MeOH (5 mL) and 1.0 M HCl in 1,4-dioxane (10 mL) was added to the mixture. After stirring at room temperature for 1 hour, the mixture was concentrated to dryness to afford the title compound (1.2 g, 100%). MS (ES) m/z 270.1 (M+

Workup

  1. concentrationthe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-7580e192a3314386bfdb3ec179ac49dd
Source dataset
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08288373B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes