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[ CAS No. 1221274-36-7 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1221274-36-7
Chemical Structure| 1221274-36-7
Structure of 1221274-36-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 1221274-36-7 ]

CAS No. :1221274-36-7 MDL No. :MFCD08685941
Formula : C15H22N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :HRRFJZULVYGVNJ-CYBMUJFWSA-N
M.W : 262.35 Pubchem ID :7173868
Synonyms :

Calculated chemistry of [ 1221274-36-7 ]

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.53
Num. rotatable bonds : 4
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 82.99
TPSA : 41.57 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.49 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.16
Log Po/w (XLOGP3) : 1.98
Log Po/w (WLOGP) : 1.48
Log Po/w (MLOGP) : 1.93
Log Po/w (SILICOS-IT) : 1.83
Consensus Log Po/w : 2.08

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.68
Solubility : 0.544 mg/ml ; 0.00207 mol/l
Class : Soluble
Log S (Ali) : -2.48
Solubility : 0.871 mg/ml ; 0.00332 mol/l
Class : Soluble
Log S (SILICOS-IT) : -3.57
Solubility : 0.0713 mg/ml ; 0.000272 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.7

Safety of [ 1221274-36-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1221274-36-7 ]

* 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 [ 1221274-36-7 ]

[ 1221274-36-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 1221274-36-7 ]
  • [ 102393-82-8 ]
  • tert-butyl (S)-4-(6-bromo-2-chloroquinazolin-4-yl)-3-phenylpiperazine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With triethylamine; In tetrahydrofuran; at 18 - 25℃; To a mixture of <strong>[102393-82-8]6-bromo-2,4-dichloroquinazoline</strong> (834 mg, 3 mmol) and tert-butyl (S)-3- phenylpiperazine-1-carboxylate (866 mg, 3.30 mmol) in THF (6 mL) was added triethylamine (455 mg, 4.50 mmol) at rt. The mixture was stirred at rt for overnight. The mixture was poured into EtOAc/H20 (40 mL/40 mL). The organic layer was dried over Na2504 and filtered. After removal of the solvent, the product was purified by silica gel chromatography using 10-50% EtOAc/hexane as the eluent to give tert-butyl (S)-4-(6-bromo-2-chloroquinazol in-4-yl)-3- phenylpiperazine-1-carboxylate (1151 mg, 2.285 mmol, 76 % yield). MS (M+H)= 504.
76% With triethylamine; In tetrahydrofuran; at 20℃; To a mixture of <strong>[102393-82-8]6-bromo-2,4-dichloroquinazoline</strong> (834 mg, 3 mmol) and tert-butyl (S)-3-phenylpiperazine-1-carboxylate (866 mg, 3.30 mmol) in THF (6 ml) was added triethylamine (455 mg, 4.50 mmol) at rt. The mixture was stirred at rt for overnight. The mixture was poured into EtOAc/H2O (40 mL/40 mL). The organic layer was dried (Na2SO4) and filtered. After removal of solvent, the product was purified by silica gel chromatography using 10-50% EtOAc/hexane as the eluent to give tert-butyl (S)-4-(6-bromo-2-chloroquinazolin-4-yl)-3-phenylpiperazine-1-carboxylate (1151 mg, 2.285 mmol, 76 % yield). 1H NMR (400 MHz, DMSO-d6) delta 8.01 (s, 1H), 7.91 (dd, J = 8.9, 2.1 Hz, 1H), 7.63 (d, J = 8.9 Hz, 1H), 7.48 (d, J = 7.7 Hz, 2H), 7.37 (d, J = 7.7 Hz, 2H), 7.29 (t, J = 7.3 Hz, 1H), 5.74 - 5.60 (m, 1H), 4.45 - 3.06 (m, 6H), 1.29 (s, 9H). LC-MS (Method 1): tR = 3.68 min, m/z (M+H)+ = 505.
  • 2
  • [ 1221274-36-7 ]
  • [ 3939-12-6 ]
  • tert-butyl (S)-4-(5-cyanopyridin-2-yl)-3-phenylpiperazine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 105℃; for 48h;Inert atmosphere; (0474) To a stirred solution of (S)-tert-butyl 3-phenylpiperazine-1-carboxylate (4.73 g, 18.0 mmol) in N,N-dimethylformamide (41 mL) under an atmosphere of nitrogen was added N,N- diisopropyl-N-ethylamine (9.0 mL, 49 mmol), followed by <strong>[3939-12-6]6-fluoronicotinonitrile</strong> (2.0 g, 16 mmol). The resulting mixture was heated at 105 °C for 48 h, cooled to ambient temperature and quenched with water (300 mL). The mixture was then extracted with ethyl acetate (75 mL x 3) and the combined extracts were washed with water (25 mL x 3), then brine (25 mL), dried over anhydrous magnesium sulfate, filtered and evaporated to dryness in vacuo. The crude residue was purified by flash silica gel chromatography (ISCO CombiFlash Rf Purification System®; 80 g SepaFlash® Silica Flash Column, eluting with a 0-50percent ethyl acetate in hexanes gradient) to afford the title compound as a solid. MS (ESI) m/z [M+H]+: 365.4.
  • 3
  • [ 106778-43-2 ]
  • [ 1221274-36-7 ]
  • (S)-4-(isoquinolin-6-formyl)-3-phenylpiperazine-1-carboxylic acid tert-butyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 - 30℃; for 2h; Isoquinoline-6-carboxylic acid (100 mg, 577 mumol) at room temperatureAnd (S)-3-phenylpiperazine-1-carboxylic acid tert-butyl ester (152 mg, 577 mumol)Add HBTU (176mg, 693mumol) to DMF (4.00mL) solutionDIPEA (373 mg, 2.89 mmol, 504 muL) was stirred at room temperature for 2 hours.It was quenched with water (50.0 mL).The organic phase was combined and washed with saturated brine (50 mL×1) and water (50 mL×1).The organic phase was dried over anhydrous sodium sulfate.Purification by column chromatography gave (S)-4-(isoquinolin-6-formyl)-3-phenylpiperazine-1-carboxylic acid tert-butyl ester (220 mg, 485 mumol, yield 84%).
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