Home Cart 0 Sign in  

[ CAS No. 1272412-72-2 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1272412-72-2
Chemical Structure| 1272412-72-2
Structure of 1272412-72-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Quality Control of [ 1272412-72-2 ]

Related Doc. of [ 1272412-72-2 ]

Alternatived Products of [ 1272412-72-2 ]

Product Details of [ 1272412-72-2 ]

CAS No. :1272412-72-2 MDL No. :MFCD18782894
Formula : C10H18N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :WDVOLHDNUMLNAK-UHFFFAOYSA-N
M.W :198.26 g/mol Pubchem ID :56828077
Synonyms :

Safety of [ 1272412-72-2 ]

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

Application In Synthesis of [ 1272412-72-2 ]

* 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 [ 1272412-72-2 ]

[ 1272412-72-2 ] Synthesis Path-Downstream   1~21

  • 1
  • (S)-N-(4-chloro-2-(2-(5-chloro-6-methylpyrazolo[1,5-a]-pyrimidin-2-yl)piperidine-1-carbonyl)phenyl)methanesulfonamide [ No CAS ]
  • [ 1272412-72-2 ]
  • (S)-tert-butyl 1-(2-(1-(5-chloro-2-(methylsulfonamido)benzoyl)piperidin-2-yl)-6-methylpyrazolo[1,5-a]pyrimidin-5-yl)-1,6-diazaspiro[3.3]heptane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
35% With triethylamine In methanol at 75℃; 157 Example 157 Preparation of Compound 42 [1014] Triethylamine (0.100 mL, 0.717 mmol) was added to a mixture of intermediate 11 (71 mg, 0.147 mmol) and tert-butyl 1,6-diazaspiro[3.3]heptane-6-carboxylate (114 mg, 0.575 mmol) in 5 mL of methanol at room temperature. After heating at 75° C. overnight, reaction mixture was cooled to room temperature and concentrated under reduced pressure. The remaining residue was purified by silica gel column chromatography (5-75% ethyl acetate in hexanes) to yield (S)-tert-butyl 1-(2-(1-(5-chloro-2-(methylsulfonamido)benzoyl)piperidin-2-yl)-6-methylpyrazolo[1,5-a]pyrimidin-5-yl)-1,6-diazaspiro[3.3]heptane-6-carboxylate as a solid (33 mg, 35%). This solid was dissolved in 3 mL of dichloromethane and trifluoroacetic acid (0.15 mL, 1.95 mmol) was added. After stirring overnight and reaction mixture was concentrated under reduced pressure to yield compound 42 (33 mg, 99%) as a white solid. [1016] LCMS m/z [M+H]+ C25H30ClN7O3 requires: 544.18. Found 544.37. [1017] HPLC Tr (min), purity %: 5.67, 96%.
  • 2
  • [ 1272412-72-2 ]
  • 1-(2-methoxyphenyl)-6-(3-((4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)thio)propyl)-1,6-diazaspiro[3.3]heptane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); ruphos; sodium t-butanolate / 1,4-dioxane / 0.33 h / 100 °C 2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C 3: caesium carbonate / acetonitrile / 12 h / 70 °C
  • 3
  • [ 1272412-72-2 ]
  • C12H16N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); ruphos; sodium t-butanolate / 1,4-dioxane / 0.33 h / 100 °C 2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C
  • 4
  • [ 1272412-72-2 ]
  • C11H13FN2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tris-(dibenzylideneacetone)dipalladium(0); ruphos; sodium t-butanolate / 1,4-dioxane / 0.33 h / 100 °C 2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C
  • 5
  • [ 1272412-72-2 ]
  • 1-(4-fluorophenyl)-6-(3-((4-methyl-5-phenyl-4H-1,2,4-triazol-3-yl)thio)propyl)-1,6-diazaspiro[3.3]heptane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: tris-(dibenzylideneacetone)dipalladium(0); ruphos; sodium t-butanolate / 1,4-dioxane / 0.33 h / 100 °C 2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C 3: caesium carbonate / acetonitrile / 12 h / 70 °C
  • 6
  • [ 1272412-72-2 ]
  • C17H24N2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; ruphos In 1,4-dioxane at 100℃; for 0.333333h;
  • 7
  • [ 1272412-72-2 ]
  • C16H21FN2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; ruphos In 1,4-dioxane at 100℃; for 0.333333h;
  • 8
  • [ 763114-26-7 ]
  • [ 1272412-72-2 ]
  • tert-butyl 1-(2-fluoro-5-((4-oxo-3,4-dihydrophthalazin-1-yl)-methyl)benzoyl)-1,6-diazaspiro[3.3]heptane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 60℃; for 12h;
  • 9
  • [ 1272412-72-2 ]
  • 4-(4-fluoro-3-(1,6-diazaspiro[3.3]heptane-1-carbonyl)benzyl)-phthalazin-1(2H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran / 12 h / 60 °C 2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C
  • 10
  • [ 1272412-72-2 ]
  • 4-(3-(6-(cyclopropanecarbonyl)-1,6-diazaspiro[3.3]heptane-1-carbonyl)-4-fluorobenzyl)phthalazin-1(2H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran / 12 h / 60 °C 2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C 3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / tetrahydrofuran / 12 h / 60 °C
  • 11
  • [ 1272412-72-2 ]
  • [ 407-25-0 ]
  • tert-butyl 1-(2,2,2-trifluoroacetyl)-1,6-diazaspiro[3.3]heptane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With triethylamine In dichloromethane at 0 - 25℃; for 18h;
  • 12
  • [ 1272412-72-2 ]
  • tert-butyl 5-(2-methylquinolin-4-yl)-1-(2,2,2-trifluoroacetyl)-1,6-diazaspiro[3.3]heptane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 18 h / 0 - 25 °C 2: [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; trifluoroacetic acid; sodium persulfate / acetonitrile; water / 30 h / 20 - 25 °C / Sealed tube; Inert atmosphere; Irradiation
  • 13
  • [ 1272412-72-2 ]
  • [ 5783-36-8 ]
  • C24H28N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; Step a). Tert-butyl 3-(3'-methoxy-[1,1'-biphenyl]-4-carboxamido)azetidine-1-carboxylate45. General procedure: To a stirred solution of 3'-methoxy-[1,1'-biphenyl]-4-carboxylic acid (228 mg, 1 mmol),and tert-butyl 3-amino-3-methylazetidine-1-carboxylate (189.2 mg, 1.02 mmol.) and N,Ndiisopropyl-ethylamine (452.4 mg, 3.5 mmol) in DMF (5 mL) was added HBTU (1.32g, 3.48mmol). The resulting mixture was stirred at room temperature for 18 hours. The reactionmixture was partitioned between water (30 mL) and ethyl acetate (30 mL) and the aqueouslayer was extracted with ethyl acetate (50 mL). The combined organic extracts were washedwith saturated NaHCO3 (30 mL), and brine (30 mL). The organic layer was dried overNa2SO4 and concentrated under reduced pressure. The residue was purified on silica gel(Biotage; eluting solvents hexane: EtOAc 4/1 ratio) to afford tert-butyl 3-(3'-methoxy-[1,1'-biphenyl]-4-carboxamido)-3-methylazetidine-1-carboxylate as a colorless solid in 80% yield.
  • 14
  • [ 1272412-72-2 ]
  • C19H20N2O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 6 h / 20 °C
  • 15
  • [ 1272412-72-2 ]
  • C18H20N2O3S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C 2: trifluoroacetic acid / dichloromethane / 6 h / 20 °C
  • 16
  • [ 1272412-72-2 ]
  • 1-(3'-methoxy-[1,1'-biphenyl]-4-carbonyl)-1,6-diazaspiro[3.3]heptane-6-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C 2.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C 3.1: triethylamine / dichloromethane 3.2: 20 °C
  • 17
  • [ 1272412-72-2 ]
  • 1-((3'-methoxy-[1,1'-biphenyl]-4-yl)sulfonyl)-1,6-diazaspiro[3.3]heptane-6-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C 2.1: trifluoroacetic acid / dichloromethane / 6 h / 20 °C 3.1: triethylamine / dichloromethane 3.2: 20 °C
  • 18
  • [ 1272412-72-2 ]
  • 3'-methoxy-[1,1'-biphenyl]-4-sulfonyl chloride [ No CAS ]
  • C23H28N2O5S [ No CAS ]
YieldReaction ConditionsOperation in experiment
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; Step a). Tert-butyl 3-(3'-methoxy-[1,1'-biphenyl]-4-carboxamido)azetidine-1-carboxylate 45. General procedure: To a stirred solution of 3'-methoxy-[1,1'-biphenyl]-4-carboxylic acid (228 mg, 1 mmol),and tert-butyl 3-amino-3-methylazetidine-1-carboxylate (189.2 mg, 1.02 mmol.) and N,Ndiisopropyl-ethylamine (452.4 mg, 3.5 mmol) in DMF (5 mL) was added HBTU (1.32g, 3.48mmol). The resulting mixture was stirred at room temperature for 18 hours. The reactionmixture was partitioned between water (30 mL) and ethyl acetate (30 mL) and the aqueouslayer was extracted with ethyl acetate (50 mL). The combined organic extracts were washedwith saturated NaHCO3 (30 mL), and brine (30 mL). The organic layer was dried overNa2SO4 and concentrated under reduced pressure. The residue was purified on silica gel(Biotage; eluting solvents hexane: EtOAc 4/1 ratio) to afford tert-butyl 3-(3'-methoxy-[1,1'-biphenyl]-4-carboxamido)-3-methylazetidine-1-carboxylate as a colorless solid in 80% yield.
  • 19
  • [ 1272412-72-2 ]
  • C6H12N2*2C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium tris(acetoxy)borohydride / lithium hydroxide monohydrate / 16 h / 20 °C / Inert atmosphere 2: 1 h / 0 °C
Multi-step reaction with 2 steps 1: sodium tris(acetoxy)borohydride; methanol / lithium hydroxide monohydrate / 16 h / 20 °C / Inert atmosphere 2: dichloromethane / 1 h / 0 °C
  • 20
  • [ 67-56-1 ]
  • [ 50-00-0 ]
  • [ 1272412-72-2 ]
  • tert-butyl 1-methyl-1,6-diazaspiro[3.3]heptane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With sodium tris(acetoxy)borohydride In lithium hydroxide monohydrate at 20℃; for 16h; Inert atmosphere; Step A. A mixture of tert-butyl 1,6-diazaspiro[3.3]heptane-6-carboxylate (0.5 g, 2.52 mmol), formaldehyde aqueous solution (37%) (2 g, 25.25 mmol) and sodium triacetoxyborohydride (1.6 g, 7.56 mmol) in MeOH (20 mL) was stirred for 16 h at rt under N2. The mixture was diluted with DCM (50 mL), the organic layer was washed with water and sodium bicarbonate solution, dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (eluting with PE/EA = 2:1) to give tert- butyl 1-methyl-1,6-diazaspiro[3.3]heptane-6-carboxylate (300 mg, 56 % yield) as an oil. Mass Spectrum (ESI) m/z = 213 (M+1).
56% With sodium tris(acetoxy)borohydride In lithium hydroxide monohydrate at 20℃; for 16h; Inert atmosphere; Step A. A mixture of tert-butyl 1,6-diazaspiro[3.3]heptane-6-carboxylate (0.5 g, 2.52 mmol), formaldehyde aqueous solution (37%) (2 g, 25.25 mmol) and sodium triacetoxyborohydride (1.6 g, 7.56 mmol) in MeOH (20 mL) was stirred for 16 h at rt under N2. The mixture was diluted with DCM (50 mL), the organic layer was washed with water and sodium bicarbonate solution, dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (eluting with PE/EA = 2:1) to give tert- butyl 1-methyl-1,6-diazaspiro[3.3]heptane-6-carboxylate (300 mg, 56 % yield) as an oil. Mass Spectrum (ESI) m/z = 213 (M+1).
  • 21
  • [ 50-00-0 ]
  • [ 1272412-72-2 ]
  • tert-butyl 1-methyl-1,6-diazaspiro[3.3]heptane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With methanol; sodium tris(acetoxy)borohydride In lithium hydroxide monohydrate at 20℃; for 16h; Inert atmosphere; Step A. A mixture of tert-butyl 1,6-diazaspiro[3.3]heptane-6-carboxylate (0.5 g, 2.52 mmol), formaldehyde aqueous solution (37%) (2 g, 25.25 mmol) and sodium triacetoxyborohydride (1.6 g, 7.56 mmol) in MeOH (20 mL) was stirred for 16 h at rt under N2. The mixture was diluted with DCM (50 mL), the organic layer was washed with water and sodium bicarbonate solution, dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (eluting with PE/EA = 2:1) to give tert- butyl 1-methyl-1,6-diazaspiro[3.3]heptane-6-carboxylate (300 mg, 56 % yield) as an oil. Mass Spectrum (ESI) m/z = 213 (M+1).
Historical Records