(3R)-3-Aminopiperidine, 3-BOC protected → Hydrochloric Acid

HRID 2425395Notes

Reaction equation

HRID 2425395 reaction equation
[CH3:1][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][C@@H: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][C@@H:24]1[CH2:29][CH2:28][CH2:27][N:26]([S:12]([C:10]2[C:11]3[C:2]([CH3:1])=[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][C@@H:24]1[CH2:29][CH2:28][CH2:27][N:26]([S:12]([C:10]2[C:11]3[C:2]([CH3:1])=[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]

Participants

5

Reactant 2

HCID 1514172(3R)-3-Aminopiperidine, 3-BOC protectedHCID 154871104-Methylisoquinoline-5-sulfonyl chloride

Product 3

HCID 313Hydrochloric AcidHCID 67244497HCID 67244497, compoundHCID 67244921HCID 67244921, compound

Procedure

(R)-3-(tert-Butoxycarbonylamino)-1-(4-methyl-5-isoquinolinesulfonyl)piperidine was prepared by using 4-methyl-5-isoquinolinesulfonyl chloride instead of 4-bromo-5-isoquinolinesulfonyl chloride, and (R)-3-(tert-butoxycarbonylamino)piperidine instead of (S)-3-(tert-butoxycarbonylamino)pyrrolidine in the method of Example 1-1, and then the protective group of the resultant was removed according to the method described in Example 1-1, Step B to obtain the title compound as hydrochloride.

Workup

  1. customthe protective group of the resultant was removed

Sources & evidence

ORD record
ord-eb3c990f38fc4b1493fae31f1167a068
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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