Hydrochloric Acid → (R)-3-[3-(piperazin-1-yl)propionyl]amino-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine

HRID 2425444Notes

Reaction equation

HRID 2425444 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][C:16]([NH:18][C@H:19]2[CH2:23][CH2:22][N:21]([S:24]([C:27]3[C:28]4[C:29]([Cl:37])=[CH:30][N:31]=[CH:32][C:33]=4[CH:34]=[CH:35][CH:36]=3)(=[O:26])=[O:25])[CH2:20]2)=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.C(OC(N1CCN(CCC(O)=O)CC1)=O)(C)(C)C.COCC(O)=O>>[N:11]1([CH2:14][CH2:15][C:16]([NH:18][C@@H:19]2[CH2:23][CH2:22][N:21]([S:24]([C:27]3[C:28]4[C:29]([Cl:37])=[CH:30][N:31]=[CH:32][C:33]=4[CH:34]=[CH:35][CH:36]=3)(=[O:26])=[O:25])[CH2:20]2)=[O:17])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 12251Methoxyacetic AcidHCID 27356443-(1-TERT-BUTOXYCARBONYLPIPERAZIN-4-YL)PROPIONIC ACIDHCID 67243642(S)-3-[3-[1-(tert-Butoxycarbonyl)piperazin-4-yl]propionyl]amino-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine

Product 1

HCID 57580086(R)-3-[3-(piperazin-1-yl)propionyl]amino-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine

Procedure

(S)-3-[3-[1-(tert-Butoxycarbonyl)piperazin-4-yl]propionyl]amino-1-(4-chloro-5-isoquinolinesulfonyl)pyrrolidine can be prepared from hydrochloride of the compound prepared in Example 19-2 by using 3-[1-(tert-butoxycarbonyl)piperazin-4-yl]propionic acid in the method of Example 56-1 instead of 2-methoxyacetic acid, and the protective group of the obtained compound can be removed according to the method described in Example 1-1, Step B to obtain the title compound.

Workup

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

Sources & evidence

ORD record
ord-6adc808f1aa1473b925b48a802a83961
Source dataset
uspto-grants-2011_06
Patent number
US07964613B2

Reaction notes

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