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 2427250Notes

Reaction equation

HRID 2427250 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-5ae94b99f2e64e4c908595f38a0dc8bc
Source dataset
uspto-grants-2011_06
Patent number
US07968583B2

Reaction notes

Loading…