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

HRID 2425424Notes

Reaction equation

HRID 2425424 reaction equation
C(OC([NH:8][CH:9]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:18]3[C:19]([Br:28])=[CH:20][N:21]=[C:22]([Cl:27])[C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1)=O)(C)(C)C.C(OC([NH:36]C1CCNC1)=O)(C)(C)C.C(OC(N([C@H]1CCNC1)C)=O)(C)(C)C>>[NH2:8][CH:9]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[C:18]3[C:19]([Br:28])=[CH:20][N:21]=[C:22]([NH2:36])[C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1.[ClH:27]

Participants

5

Reactant 3

HCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamateHCID 7171888(S)-Methyl-pyrrolidin-3-yl-carbamic acid tert-butyl esterHCID 87322137(r/s)-3-(Tert-butoxycarbonylamino)-1-(1-chloro-4-bromo-5-isoquinolinesulfonyl)pyrrolidine

Product 2

HCID 313Hydrochloric AcidHCID 67243187(r/s)-3-Amino-1-(1-amino-4-bromo-5-isoquinolinesulfonyl)pyrrolidine

Procedure

(R/S)-3-(tert-Butoxycarbonylamino)-1-(1-chloro-4-bromo-5-isoquinolinesulfonyl)pyrrolidine can be prepared by using 3-(tert-butoxycarbonylamino)pyrrolidine in the method of Example 35-1, Step A instead of (S)-3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine, and then the protective group of the obtained compound can be removed according to the method described in Example 39-1, Step B to obtain the title compound as hydrochloride.

Workup

  1. customthe protective group of the obtained compound can be removed

Sources & evidence

ORD record
ord-5863bf190d5c49d8a8e4076da38c67eb
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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