3-(N-tert-Butoxycarbonyl-N-methylamino)pyrrolidine → Hydrochloric Acid

HRID 2425409Notes

Reaction equation

HRID 2425409 reaction equation
C(OC([N:8]([CH:10]1[CH2:14][CH2:13][N:12]([S:15]([C:18]2[C:19]3[C:20]([Br:29])=[CH:21][N:22]=[C:23]([Cl:28])[C:24]=3[CH:25]=[CH:26][CH:27]=2)(=[O:17])=[O:16])[CH2:11]1)[CH3:9])=O)(C)(C)C.C([O:34]C(N(C1CCNC1)C)=O)(C)(C)C.C(OC(N([C@H]1CCNC1)C)=O)(C)(C)C>>[OH:34][C:23]1[C:24]2[CH:25]=[CH:26][CH:27]=[C:18]([S:15]([N:12]3[CH2:13][CH2:14][CH:10]([NH:8][CH3:9])[CH2:11]3)(=[O:17])=[O:16])[C:19]=2[C:20]([Br:29])=[CH:21][N:22]=1.[ClH:28]

Participants

5

Reactant 3

HCID 27614043-(N-tert-Butoxycarbonyl-N-methylamino)pyrrolidineHCID 7171888(S)-Methyl-pyrrolidin-3-yl-carbamic acid tert-butyl esterHCID 873223793-[n-(Tert-butoxycarbonyl)-n-methylamino]-1-(1-chloro-4-bromo-5-isoquinolinesulfonyl)pyrrolidine2×

Product 2

HCID 313Hydrochloric AcidHCID 178482263HCID 178482263, compound

Procedure

3-[N-(tert-Butoxycarbonyl)-N-methylamino]-1-(1-chloro-4-bromo-5-isoquinolinesulfonyl)pyrrolidine (Intermediate 24) can be prepared by using 3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine in the method of Example 35-1, Step A instead of (S)-3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine, and then used in the method of Example 35-1, Step B in a similar manner to obtain the title compound as hydrochloride.

Sources & evidence

ORD record
ord-af9744ca0fdd483a9348e0cf0883c602
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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