Home Cart 0 Sign in  

[ CAS No. 1307245-86-8 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1307245-86-8
Chemical Structure| 1307245-86-8
Structure of 1307245-86-8 * Storage: {[proInfo.prStorage]}

Quality Control of [ 1307245-86-8 ]

Related Doc. of [ 1307245-86-8 ]

SDS
Alternatived Products of [ 1307245-86-8 ]
Alternatived Products of [ 1307245-86-8 ]

Product Details of [ 1307245-86-8 ]

CAS No. :1307245-86-8 MDL No. :N/A
Formula : C22H23ClF2N4O2S Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :480.96 g/mol Pubchem ID :-
Synonyms :

Safety of [ 1307245-86-8 ]

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 [ 1307245-86-8 ]

  • Downstream synthetic route of [ 1307245-86-8 ]

[ 1307245-86-8 ] Synthesis Path-Downstream   1~17

  • 1
  • [ 136918-14-4 ]
  • [ 1307245-86-8 ]
  • [ 1307249-74-6 ]
YieldReaction ConditionsOperation in experiment
With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 0 - 20℃; 1. 2-[[2-[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methyl]isoindoline-1,3-dione; Diisopropyl azodicarboxylate (0.105 mL, 0.54 mmol) is added to a solution of <strong>[1307245-86-8][2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol</strong> (0.173 g, 0.36 mmol), phthalimide (0.079 mg, 0.54 mmol) and triphenylphosphine (0.142 g, 0.54 mmol) in toluene (3 mL) at 0 C. The mixture is stirred at room temperature overnight. The solvent is removed and the residue is purified first using a 2 g SCX cartridge and after evaporation of the 2 N ammonia in methanol fraction by normal phase Isco chromatography eluting with hexane/ethanol (3%-30%) to give 0.201 g of 2-[[2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methyl]isoindoline-1,3-dione. MS (m/z): 610 (M+1).
  • 2
  • [ 87-69-4 ]
  • [ 1307245-86-8 ]
  • [2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol (L)-tartrate [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; for 0.166667h; EXAMPLE 1[2-[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol (L)-tartrate; To a solution of 2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]pyridine-3-carbaldehyde (12.50 g, 26.10 mmol) in dichloromethane (125 mL) at 0 C. is added sodium borohydride (0.395 g, 10.44 mmol) and methanol (37.50 mL). The ice bath is removed and the reaction is stirred at room temperature for 30 min. Water (50 mL) is added and the mixture is concentrated to half volume resulting in a white sticky solid precipitate. Dichloromethane (100 mL) is added and the biphasic mixture is separated. The organic layer is washed with water (50 mL), dried over sodium sulfate and concentrated to half volume (around 100 mL). Methyl tert-butyl ether (100 mL) is added and the solution is concentrated to provide a precipitate. The solid is filtered and dried under vacuum to give 12 g of <strong>[1307245-86-8][2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol</strong>. MS (m/z): 481 (M+1).The free base of the title compound (0.48 g, 1 mmol) is dissolved in 3 mL of methanol and a solution of (L)-tartaric acid (0.15 g, 1 mmol) in methanol is added. The mixture is stirred for ten minutes. The solvent is evaporated and the residue is dried in vacuo overnight to give <strong>[1307245-86-8][2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol</strong> (L)-tartrate in a quantitative yield. MS (m/z): 481 (M+1).
  • 3
  • [ 1307245-86-8 ]
  • [ 624-83-9 ]
  • [ 1307247-96-6 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; at 20℃; EXAMPLE 52[2-[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methyl N-methylcarbamate (L)-Tartrate; Methylisocyanate (5.80 μL, 0.096 mmol) is added to a solution of 2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol (0.042 g, 0.087 mmol) in dichloromethane (1 mL) at room temperature. After 1 h with no reaction evolution observed by LC/MS, triethylamine (12.17 μL, 87.32 μmoles) and methylisocyanate (5.8 μL, 0.096 mmol) are added and the reaction is stirred overnight. More triethylamine (12.17 μL, 87.32 μmoles) and methylisocyanate (5.8 μL, 0.096 mmol) are added and after 24 h the solvent is evaporated and the residue is purified by normal phase Isco chromatography with dichloromethane/2N ammonium hydroxide in methanol (0 to 5% in 2N ammonium hydroxide in methanol) as eluent to yield 0.041 g of [2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methyl N-methylcarbamate. MS (m/z): 538 (M+1).The tartrate salt is essentially prepared as described in Example 1. MS (m/z): 538 (M+1).
  • 6
  • [ 1307248-40-3 ]
  • [ 1307245-86-8 ]
  • 10
  • [ 1307248-65-2 ]
  • [ 1307245-86-8 ]
YieldReaction ConditionsOperation in experiment
With methanol; sodium tetrahydroborate; In dichloromethane; at 0 - 20℃; for 0.5h; EXAMPLE 1[2-[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol (L)-tartrate; To a solution of 2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]pyridine-3-carbaldehyde (12.50 g, 26.10 mmol) in dichloromethane (125 mL) at 0 C. is added sodium borohydride (0.395 g, 10.44 mmol) and methanol (37.50 mL). The ice bath is removed and the reaction is stirred at room temperature for 30 min. Water (50 mL) is added and the mixture is concentrated to half volume resulting in a white sticky solid precipitate. Dichloromethane (100 mL) is added and the biphasic mixture is separated. The organic layer is washed with water (50 mL), dried over sodium sulfate and concentrated to half volume (around 100 mL). Methyl tert-butyl ether (100 mL) is added and the solution is concentrated to provide a precipitate. The solid is filtered and dried under vacuum to give 12 g of [2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol. MS (m/z): 481 (M+1).The free base of the title compound (0.48 g, 1 mmol) is dissolved in 3 mL of methanol and a solution of (L)-tartaric acid (0.15 g, 1 mmol) in methanol is added. The mixture is stirred for ten minutes. The solvent is evaporated and the residue is dried in vacuo overnight to give [2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol (L)-tartrate in a quantitative yield. MS (m/z): 481 (M+1).
  • 11
  • [ 1307248-42-5 ]
  • [ 1307245-86-8 ]
  • 12
  • [ 1307245-86-8 ]
  • [ 1307247-76-2 ]
  • 13
  • [ 1307245-86-8 ]
  • [2-[4-[(2-chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% With hydrogenchloride; In ethyl acetate; isopropyl alcohol; at 80℃; EXAMPLE 63[2-[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol hydrochloric salt; [2-[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol (157.4 g, 328 mmol) in ethyl acetate (1.5 L) is heated at 80 C. until a clear solution is obtained. To the hot solution containing free base is slowly added 5-6N HCl in isopropanol (65.6 mL, 328 mmol) and the contents are stirred vigorously while allowing the mixture to reach room temperature over 2 hr. Precipitation is observed half way through the addition of HCl. The resulting white solid is filtered, washed with diethyl ether (3×1 L), dried under vacuum at 50 C. for 3 days to afford [2-[4-[(2-Chloro-4,4-difluoro-spiro[5H-thieno[2,3-c]pyran-7,4'-piperidine]-1'-yl)methyl]-3-methyl-pyrazol-1-yl]-3-pyridyl]methanol hydrochloric salt as an off-white solid (165 g, 97% yield). MS (m/z): 481 (M+1).
Historical Records