Home Cart 0 Sign in  

[ CAS No. 370882-39-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 370882-39-6
Chemical Structure| 370882-39-6
Structure of 370882-39-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 370882-39-6 ]

Related Doc. of [ 370882-39-6 ]

Alternatived Products of [ 370882-39-6 ]

Product Details of [ 370882-39-6 ]

CAS No. :370882-39-6 MDL No. :MFCD18374593
Formula : C11H20N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 212.29 Pubchem ID :-
Synonyms :

Safety of [ 370882-39-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 370882-39-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 370882-39-6 ]

[ 370882-39-6 ] Synthesis Path-Downstream   1~18

  • 1
  • [ 370880-03-8 ]
  • [ 24424-99-5 ]
  • [ 370882-39-6 ]
YieldReaction ConditionsOperation in experiment
Stage #1: (3aR,6aR)-1-[(1R)-1-phenylethyl]-3,3a,4,5,6,6a-hexahydro-2H-pyrrolo[3,2-c]pyrrole; di-<i>tert</i>-butyl dicarbonate Stage #2: With hydrogen 16 tert-butyl(3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrole-5-carboxylate Example 16 tert-butyl(3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrole-5-carboxylate The product of Example 14D was treated with di-t-butyl dicarbonate, then hydrogenated over palladium according to U.S. Pat. No. 5,071,999 (Example 3) to provide the title compound.
YieldReaction ConditionsOperation in experiment
73.B tert-butyl (3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate EXAMPLE 73B tert-butyl (3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate The product of Example 73A (4.70 g, 14.9 mmol) and 20% Pd(OH)2/C (wet, 1.01 g) in CH3OH (50 mL) were stirred at 50° C. under 60 psi of H2. When H2 absorption ceased, the reaction mixture was allowed to cool to ambient temperature, filtered and the filtrate was concentrated under reduced pressure. The residue was purified via chromatography (SiO2, 9:1:0.1 CH2Cl2:CH3OH:NH4OH) to provide the title compound (2.19 g, 10.3 mmol, 69% yield). MS (DCI/NH3) m/z 213 (M+H)+.
  • 3
  • [ 35590-37-5 ]
  • [ 370882-39-6 ]
  • tert-butyl (3AR,6AR)-1-(5-cyano-3-pyridinyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium t-butanolate 81.A tert-butyl (3aR,6aR)-1-(5-cyano-3-pyridinyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate EXAMPLE 81A tert-butyl (3aR,6aR)-1-(5-cyano-3-pyridinyl)hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate The product of Example 73B (0.570 g, 2.69 mmol), Pd2(dba)3 (25 mg, 0.0269 mmol), BINAP (50 mg, 0.0810 mmol), 3-bromo-5-cyanopyridine (0,540 g, 2.95 mmol), and sodium tert-butoxide (0.520 g, 5.40 mmol) were processed according to the procedure described in Example 56A to provide the title compound (0.400 g, 1.27 mmol, 47% yield). MS (DCI/NH3) m/z 315 (M+H)+.
  • 4
  • [ 370882-39-6 ]
  • [ 106-37-6 ]
  • [ 948846-77-3 ]
YieldReaction ConditionsOperation in experiment
With sodium t-butanolate In toluene at 140℃; for 0.25h; Microwave irradiation; 2A A mixture of tert-butyl (3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrole-5(1 H)- carboxylate (1 , 1 .5 g, 7.0 mmol), 1 ,4-dibromobenzene (2.8 g, 20.4 mmol), Pd2(dba)3 (275 mg, 0.3 mmol), BINAP (375 mg, 0.6 mmol) and sodium tert-butoxide (1 .93 g, 20.0 mmol) were placed in glass microwave tubes and then purged three times with N2 gas, followed by the addition of toluene (45 ml_). The mixture was heated to 1400C for 15 minutes in a microwave reactor. The mixture was then cooled to room temperature, was filtered, and the crude mixture was purified via chromatography (SiO2, 0-25% EtOAc : hexanes) to provide the title compound. 1H NMR (300 MHz, CDCI3): δ = 7.30 ppm (m, 2H), 7.39 (m, 2H), 4.1 1 (m, 1 H), 3.57 (m, 3H), 3.31 (m, 3H), 2.99 (m, 1 H), 2.15 (m, 1 H), 1 .92 (m, 1 H), 1 .43 (s, 9H). MS (ESI, M +1 ): 310.9. Tert-butyl (3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrole-5(1 H)-carboxylate (CAS No.370882-39-6) may be prepared by the method described in Schrimpf et al., "Diazabicyclic Central Nervous System Active Agents", WO 2001/081347(A2) (2001 ).
With sodium t-butanolate In toluene at 140℃; for 0.25h; Microwave irradiation; 72A Example 722-(5-l4-ff3aR,6aR)-5-Methylhexahvdropyrrolor3,4-blpyrrol-1 f2H)-yllphenyl}pyridin-2-yl)pyridazin-3(2H)-oneExample 72A tert-Butyl (3aR,6aR)-1-(4-bromophenyl)hexahvdroρyrrolo|"3,4-blρyrrole-5(1 H)- carboxyiate tert-Butyl (3aR,6aR)-hexahydropyrrolo[3,4-b]pyrrole-5(1 H)-carboxylate (1 ,1.5 g, 7 0 mmol), 1 ,4-dibromobenzene (2.8 g, 20.4 mmol), Pd2(dba)3 (275 mg, 0 3 mmol), BINAP (375 mg, 0.6 mmol) and sodium fert-butoxide (1.93 g, 20 0 mmol) were placed in glass microwave tubes and then purged three times with N2 gas, followed by the addition of toluene (45 rnL). The mixture was heated to 140 0C for 15 minutes in a microwave reactor. The mixture was then cooled to room temperature, was filtered, and the crude mixture was purified via chromatography (SiO2, 0-25% ethyl acetate : hexanes) to provide the title compound. 1H NMR (300 MHz, CDCl3): δ - 7.30 ppm (m, 2H), 7.39 (m, 2H), 4 1 1 (m, 1 H), 3 57 (m, 3H), 3 31 (m, 3H), 2.99 (m, 1 H), 2 15 (m, 1 H), 1 92 (m, 1 H), 1.43 (s, 9H) MS (ESI, M +1 ): 310 9
  • 5
  • [ 370882-39-6 ]
  • [ 1194689-35-4 ]
  • [ 1194689-36-5 ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate In 1,4-dioxane at 90℃; for 18h; 53.53B Example 53B; (3aR,6aR)-tert-butyl 1-(5-(3,5-difluorophenylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,2-c]pyrrole-5(1H)-carboxylate; A suspension of (3aR,6aR)-tert-butyl hexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate (85 mg, 0.40 mmol, prepared as described in WO2001081347), the product from Example 53A (97 mg, 0.37 mmol), tris(dibenzylideneacetone)dipalladium(0) (13.4 mg, 0.015 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (25 mg, 0.044 mmol) and cesium carbonate (190 mg, 0.58 mmol) in anhydrous dioxane (4 mL) was heated at 90° C. for 18 hours. The reaction mixture was cooled and filtered through a glass frit. The filtrate was concentrated and the residue was purified by silica gel chromatography (EtOAc, Rf=0.4) to afford the title compound. MS (APCI) m/z=445 (M+H)+.
  • 7
  • [ 370882-39-6 ]
  • [ 1194688-40-8 ]
  • [ 1194688-45-3 ]
YieldReaction ConditionsOperation in experiment
With tris-(dibenzylideneacetone)dipalladium(0); (R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 95℃; for 4h; Inert atmosphere;
  • 8
  • [ 370882-39-6 ]
  • [ 948846-62-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C
  • 9
  • [ 370882-39-6 ]
  • (3aR,6aR)-4'-(5-methyl-octahydro-pyrrolo[3,4-b]pyrrol-1-yl)-biphenyl-4-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: potassium phosphate / palladium diacetate; CyJohnPhos / water; isopropyl alcohol; toluene / 5 h / 60 °C
  • 10
  • [ 370882-39-6 ]
  • [ 948846-75-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.25 h / 140 °C / Microwave irradiation
Multi-step reaction with 5 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.33 h / 150 °C / Microwave irradiation 5: hydrogenchloride; methanol; water / 3 h / 60 °C
  • 11
  • [ 370882-39-6 ]
  • (3aR,6aR)-1-(4-[4-(5-methyl-octahydro-pyrrolo[3,4-b]pyrrol-1-yl)-phenyl]-piperazin-1-yl)-ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.33 h / 150 °C / Microwave irradiation
  • 12
  • [ 370882-39-6 ]
  • [ 948846-22-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 0.25 h / 150 °C / Microwave irradiation 5: sodium carbonate / bis-triphenylphosphine-palladium(II) chloride; CyJohnPhos / 1,4-dioxane; ethanol / 0.25 h / 140 °C / Microwave irradiation
  • 13
  • [ 370882-39-6 ]
  • (3aR,6aR)-5-methyl-1-{4-[4-thiazol-2-yl-piperazin-1-yl]-phenyl}-octahydro-pyrrolo[3,4-b]pyrrole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.25 h / 140 °C / Microwave irradiation 5: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 24 h / 80 °C
Multi-step reaction with 6 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.33 h / 150 °C / Microwave irradiation 5: hydrogenchloride; methanol; water / 3 h / 60 °C 6: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 24 h / 80 °C
  • 14
  • [ 370882-39-6 ]
  • (3aR,6aR)-1-{4-[4-(6-chloro-pyridazin-3-yl)-piperazin-1-yl]-phenyl}-5-methyl-octahydro-pyrrolo[3,4-b]pyrrole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.25 h / 140 °C / Microwave irradiation 5: triethylamine / acetonitrile / 24 h / 60 °C
Multi-step reaction with 6 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.33 h / 150 °C / Microwave irradiation 5: hydrogenchloride; methanol; water / 3 h / 60 °C 6: triethylamine / acetonitrile / 24 h / 60 °C
  • 15
  • [ 370882-39-6 ]
  • (3aR,6aR)-6-(4-[4-(5-methyl-octahydro-pyrrolo[3,4-b]pyrrol-1-yl)-phenyl]-piperazin-1-yl)-nicotinonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 24 h / 70 °C
  • 16
  • [ 370882-39-6 ]
  • 5-{4-[4-((3aR,6aR)-5-methyl-octahydro-pyrrolo[3,4-b]pyrrol-1-yl)-phenyl]-piperazin-1-yl}-picolinonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.25 h / 140 °C / Microwave irradiation 5: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran / 2 h / 120 °C / Microwave irradiation
Multi-step reaction with 6 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); (R)-BINAP / toluene / 0.33 h / 150 °C / Microwave irradiation 5: hydrogenchloride; methanol; water / 3 h / 60 °C 6: caesium carbonate / palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / tetrahydrofuran / 2 h / 120 °C / Microwave irradiation
  • 17
  • [ 370882-39-6 ]
  • C12H15BrN2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C
  • 18
  • [ 370882-39-6 ]
  • [ 948846-79-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: sodium t-butanolate / tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis(diphenylphosphino)biphenyl / toluene / 0.25 h / 140 °C / Microwave irradiation 2: trifluoroacetic acid / dichloromethane / 2 h / 23 °C 3: sodium cyanoborohydride / methanol; water / 10 h / 23 °C 4: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 1,4-dioxane / 0.25 h / 150 °C / Microwave irradiation
Same Skeleton Products
Historical Records