Hydrochloric Acid → 3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzoylamino]-6,6-dimethyl-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-2-carboxylic acid ethyl ester hydrochloride

HRID 1256639Notes

Reaction equation

HRID 1256639 reaction equation
[CH3:1][CH2:2][O:3][C:4]([N:6]1[C:10]([NH:11][C:12](=[O:31])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][N:20]2[C:28](=[O:29])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]2=[O:30])=[C:9]2[CH2:32][N:33](C(OC(C)(C)C)=O)[C:34]([CH3:36])([CH3:35])[C:8]2=[N:7]1)=[O:5].[ClH:44]>O1CCOCC1>[ClH:44].[CH2:2]([O:3][C:4]([N:6]1[C:10]([NH:11][C:12](=[O:31])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][N:20]2[C:28](=[O:29])[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:21]2=[O:30])=[C:9]2[CH2:32][NH:33][C:34]([CH3:35])([CH3:36])[C:8]2=[N:7]1)=[O:5])[CH3:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 670099703-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzoylamino]-6,6-dimethyl-4H,6H-pyrrolo[3,4-c]pyrazole-2,5-dicarboxylic acid 5-tert-butyl ester 2-ethyl ester

Product 1

HCID 670102843-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzoylamino]-6,6-dimethyl-5,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-2-carboxylic acid ethyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a suspension of 3-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-benzoylamino]-6,6-dimethyl-4H,6H-pyrrolo[3,4-c]pyrazole-2,5-dicarboxylic acid 5-tert-butyl ester 2-ethyl ester (1.5 g, 2.5 mmol) in 1,4-dioxane (20 mL) was added 4N HCl in 1,4-dioxane (14 mL, 56 mmol). After stirring at room temperature overnight the volatiles were removed under reduced pressure and the residue triturated with diethylether affording the title compound as white solid (1.24 g).

Workup

  1. customwere removed under reduced pressure
  2. customthe residue triturated with diethylether affording the title compound as white solid (1.24 g)

Sources & evidence

ORD record
ord-88f99fdaea57427e96328f3a26a5364c
Source dataset
uspto-grants-2013_06
Patent number
US08461193B2

Reaction notes

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