(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine → Hydrochloric Acid

HRID 2425389Notes

Reaction equation

HRID 2425389 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]([Cl:27])=[CH:20][N:21]=[CH:22][C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1)=O)(C)(C)C.C(OC(NC1CCNC1)=O)(C)(C)C.C(OC(N[C@H]1CCNC1)=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]([Cl:27])=[CH:20][N:21]=[CH:22][C:23]=3[CH:24]=[CH:25][CH:26]=2)(=[O:16])=[O:15])[CH2:10]1.[ClH:27]

Participants

5

Reactant 3

HCID 1514396(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 2757234tert-butyl N-(pyrrolidin-3-yl)carbamateHCID 67243206HCID 67243206, compound2×

Product 2

HCID 313Hydrochloric AcidHCID 67203165(r/s)-3-Amino-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine

Procedure

3-(tert-Butoxycarbonylamino)-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine (Intermediate 16) can be prepared by using 3-(tert-butoxycarbonylamino)pyrrolidine in the method of Example 19-1, Step A instead of (S)-3-(tert-butoxycarbonylamino)pyrrolidine, and then used in the method of Step B in a similar manner to obtain the title compound as hydrochloride.

Sources & evidence

ORD record
ord-35fddea5e8f5419aad15c3b13ff621de
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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