tert-butyl N-(pyrrolidin-3-yl)carbamate → Hydrochloric Acid

HRID 2425393Notes

Reaction equation

HRID 2425393 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]2[C:19]3[C:20]([CH3:28])=[CH:21][N:22]=[CH:23][C:24]=3[CH:25]=[CH:26][CH:27]=2)(=[O:17])=[O:16])[CH2:10]1)=O)(C)(C)C.CC1C2C(S([Cl:43])(=O)=O)=CC=CC=2C=NC=1.C(OC(NC1CCNC1)=O)(C)(C)C>>[NH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]2[C:19]3[C:20]([CH3:28])=[CH:21][N:22]=[CH:23][C:24]=3[CH:25]=[CH:26][CH:27]=2)(=[O:17])=[O:16])[CH2:10]1.[ClH:43]

Participants

5

Reactant 3

HCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamateHCID 154871104-Methylisoquinoline-5-sulfonyl chlorideHCID 67242706HCID 67242706, compound

Product 2

HCID 313Hydrochloric AcidHCID 672436151-[(4-Methyl-5-isoquinolinyl)sulfonyl]-3-piperidinamine

Procedure

(R/S)-3-(tert-Butoxycarbonylamino)-1-(4-methyl-5-isoquinolinesulfonyl)piperidine can be prepared by using 4-methyl-5-isoquinolinesulfonyl chloride instead of 4-bromo-5-isoquinolinesulfonyl chloride, and 3-(tert-butoxycarbonylamino)pyrrolidine instead of (S)-3-(tert-butoxycarbonylamino)pyrrolidine in the method of Example 1-1, and then the protective group of the resultant can be 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 can be removed

Sources & evidence

ORD record
ord-e555aef41db14edda2392e9dbdbdb8f6
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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