(r/s)-3-(Tert-butoxycarbonylamino)-1-(4-bromo-5-isoquinolinesulfonyl)piperidine → 3-(Tert-butoxycarbonylamino)-1-(4-bromo-1-methoxy-5-isoquinolinesulfonyl)pyrrolidine

HRID 2425381Notes

Reaction equation

HRID 2425381 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13]C[N:11]([S:15]([C:18]2[C:19]3[C:20]([Br: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:7])([CH3:4])([CH3:3])[CH3:2].[C:29]([O:33]C(N[C@H]1CCN(S(C2C3C(Br)=CN=CC=3C=CC=2)(=O)=O)C1)=O)(C)(C)C>>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][N:11]([S:15]([C:18]2[C:19]3[C:20]([Br:28])=[CH:21][N:22]=[C:23]([O:33][CH3:29])[C:24]=3[CH:25]=[CH:26][CH:27]=2)(=[O:16])=[O:17])[CH2:10]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

3

Reactant 2

HCID 67242812(r/s)-3-(Tert-butoxycarbonylamino)-1-(4-bromo-5-isoquinolinesulfonyl)piperidineHCID 67242852(S)-3-(tert-Butoxycarbonylamino)-1-(4-bromo-5-isoquinolinesulfonyl)pyrrolidine

Product 1

HCID 672437413-(Tert-butoxycarbonylamino)-1-(4-bromo-1-methoxy-5-isoquinolinesulfonyl)pyrrolidine

Procedure

3-(tert-Butoxycarbonylamino)-1-(2-oxy-4-bromo-5-isoquinolinesulfonyl)pyrrolidine (Intermediate 3) can be obtained by using Intermediate 1 in the method of Example 6-1, Step A instead of Intermediate 1a, and then used in the method of Step B to obtain 3-(tert-butoxycarbonylamino)-1-(4-bromo-1-methoxy-5-isoquinolinesulfonyl)pyrrolidine (Intermediate 4), and then Intermediate 4 can be used in the method of Step C to obtain the title compound.

Sources & evidence

ORD record
ord-9ee8c3c841e34087bf5bc02d178d9327
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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