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3-(Boc-amino)piperidine → Hydrochloric Acid

HRID 1436022
Notes
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Reaction equation

HRID 1436022 reaction equation
[Br:1][C:2]1[C:11]2[C:10]([S:12]([Cl:15])(=[O:14])=[O:13])=[CH:9][CH:8]=[CH:7][C:6]=2[CH:5]=[N:4][CH:3]=1.[C:16]([O:20][C:21]([NH:23][CH:24]1[CH2:29][CH2:28][CH2:27][NH:26][CH2:25]1)=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[C:16]([O:20][C:21]([NH:23][CH:24]1[CH2:29][CH2:28][CH2:27][N:26]([S:12]([C:10]2[C:11]3[C:2]([Br:1])=[CH:3][N:4]=[CH:5][C:6]=3[CH:7]=[CH:8][CH:9]=2)(=[O:14])=[O:13])[CH2:25]1)=[O:22])([CH3:19])([CH3:17])[CH3:18].[NH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][N:26]([S:12]([C:10]2[C:11]3[C:2]([Br:1])=[CH:3][N:4]=[CH:5][C:6]=3[CH:7]=[CH:8][CH:9]=2)(=[O:14])=[O:13])[CH2:25]1.[ClH:15]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 42330413-(Boc-amino)piperidineHCID 145800584-Bromo-5-isoquinolinesulfonyl chloride

Product 3

HCID 313Hydrochloric AcidHCID 67242500(r/s)-3-Amino-1-(4-bromo-5-isoquinolinesulfonyl)piperidineHCID 67242812(r/s)-3-(Tert-butoxycarbonylamino)-1-(4-bromo-5-isoquinolinesulfonyl)piperidine

Procedure

(R/S)-3-(tert-Butoxycarbonylamino)-1-(4-bromo-5-isoquinolinesulfonyl)-piperidine (Intermediate 2) is prepared from 4-bromo-5-isoquinolinesulfonyl chloride and 3-(tert-butoxycarbonylamino)piperidine (AstaTech) according to the method described in Example 1, Step A, and then used in the method of Example 1, Step B in a similar manner to obtain the title compound as hydrochloride.

Sources & evidence

ORD record
ord-a1213e5e8c564617990446db1b4084bb
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07618984B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes