Home Cart 0 Sign in  
X

[ CAS No. 848369-52-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 848369-52-8
Chemical Structure| 848369-52-8
Chemical Structure| 848369-52-8
Structure of 848369-52-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 848369-52-8 ]

Related Doc. of [ 848369-52-8 ]

Alternatived Products of [ 848369-52-8 ]

Product Details of [ 848369-52-8 ]

CAS No. :848369-52-8 MDL No. :MFCD07324008
Formula : C10H9ClN2O Boiling Point : -
Linear Structure Formula :- InChI Key :LTOSAQRHTJQRRM-UHFFFAOYSA-N
M.W :208.64 Pubchem ID :135530878
Synonyms :

Calculated chemistry of [ 848369-52-8 ]

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.2
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 1.0
Molar Refractivity : 57.09
TPSA : 45.75 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.38 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.69
Log Po/w (XLOGP3) : 1.68
Log Po/w (WLOGP) : 1.82
Log Po/w (MLOGP) : 2.04
Log Po/w (SILICOS-IT) : 3.47
Consensus Log Po/w : 2.14

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.65
Solubility : 0.462 mg/ml ; 0.00222 mol/l
Class : Soluble
Log S (Ali) : -2.26
Solubility : 1.16 mg/ml ; 0.00556 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.65
Solubility : 0.00467 mg/ml ; 0.0000224 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.94

Safety of [ 848369-52-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P501-P264-P280-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405 UN#:3261
Hazard Statements:H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 848369-52-8 ]

* 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 [ 848369-52-8 ]

[ 848369-52-8 ] Synthesis Path-Downstream   1~41

  • 1
  • [ 848369-52-8 ]
  • [ 17422-74-1 ]
  • [ 941028-33-7 ]
YieldReaction ConditionsOperation in experiment
84% With chloro-trimethyl-silane In N,N-dimethyl-formamide for 18h; Heating;
  • 2
  • [ 4389-45-1 ]
  • [ 107-14-2 ]
  • [ 848369-52-8 ]
YieldReaction ConditionsOperation in experiment
68% Stage #1: chloroacetonitrile With sodium In methanol at 20℃; for 1.16667h; Inert atmosphere; Stage #2: 3-methylantranilic acid In methanol at 20℃; for 2h; Int-A1: 2-(Chloromethyl)-8-methylquinazolin-4(3H)-one Chloroacetonitrile (75 g, 0.99 mol, 3 eq) was added dropwise to a pre-prepared solution of sodium (1.52 g, 6.6 mmol, 0.2 eq) in methanol (200 mL) over 10 mins at RT under a nitrogen atmosphere. After stirring for 1 h, a solution of 2-amino-3-methylbenzoic acid (50 g, 0.33 mmol, 1.0 eq) in methanol (700 mL) was added and the mixture was stirred at RT for another 2 h. The resulting precipitate was collected by filtration and washed with water then MeOH and dried under vacuum to give the title compound (46.9 g, 68%) as a white solid. LCMS: [M+H]+ 209.0. The following intermediates in Table 1 were similarly prepared from the appropriate amino acid starting material according to the method described for Int-A1.
58% Stage #1: chloroacetonitrile With sodium In methanol at 25℃; for 0.666667h; Inert atmosphere; Stage #2: 3-methylantranilic acid In methanol at 25℃; for 2h; Inert atmosphere;
  • 4
  • [ 848369-52-8 ]
  • [ 131242-36-9 ]
  • 8-methyl-2-((pyrimidin-2-ylthio)methyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
36% Stage #1: 2-sulfanylpyrimidine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 2-(chloromethyl)-8-methylquinazolin-4(3H)-one In N,N-dimethyl-formamide at 20℃; for 0.333333h;
36% Stage #1: 2-sulfanylpyrimidine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 2-(chloromethyl)-8-methylquinazolin-4(3H)-one In N,N-dimethyl-formamide at 20℃; for 0.333333h; 1 General procedure for synthesis of ((pyrimidin-2-ylthio)methyl)quinazolin-4(3H)-ones: General procedure: The appropriate thiol (2 eqv.) and sodium hydride (2 eqv.) were dissolved in anhydrous DMF and stirred at RT for 20 min. The appropriate quinazolin-4(3H)-one was added as a solid and the reaction mixture stirred at RT for 20 min. Once complete by TLC analysis (100% EtOAc) the reaction was poured over water, isolated, and purified as indicated.Example 1. 8-methyl-2-((pyrimidin-2-ylthio)methyl)quinazolin-4(3H)-one, QDR2: From 2-(chloromethyl)-8- methylquinazolin-4(3H)-one(112 mg, 0.54 mmol); reaction was concentrated in vacuo and product recovered as a white solid; yield 55.3 mg (36%); 1 H NMR (400 MHz, DMSO-c/6) d 12.46 (s, 1 H), 8.70 (d, J = 4.9 Hz, 2H), 7.98 - 7.94 (m, 1 H), 7.70 - 7.64 (m, 1 H), 7.40 (t, J = 7.6 Hz, 1 H), 7.29 (t, J = 4.9 Hz, 1 H), 4.48 (s, 2H), 2.48 (s, 3H); Rt: 5.81 min. HRMS m/z [M+H] + for C14H13N40S: 285.08046, found 285.08128.
  • 5
  • [ 22223-49-0 ]
  • [ 107-14-2 ]
  • [ 848369-52-8 ]
  • 6
  • [ 4389-45-1 ]
  • [ 848369-52-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sulfuric acid / 18 h / 90 °C 2: hydrogenchloride / 1,4-dioxane / 125 °C / Inert atmosphere
Multi-step reaction with 2 steps 1: sulfuric acid / 18 h / 90 °C 2: hydrogenchloride / water; 1,4-dioxane / 125 °C / Inert atmosphere
  • 7
  • [ 848369-52-8 ]
  • 4-benzylamino-2-butene methyl carbonate [ No CAS ]
  • (R)-2-benzyl-10-methyl-4-vinyl-1,2,3,4-tetrahydro-6H-pyrazino[2,1-b]quinazolin-6-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N-ethyl-N,N-diisopropylamine / ethanol / 95 °C / Inert atmosphere 2: bis(1,5-cyclooctadiene)diiridium(I) dichloride; C31H26NO2P; potassium phosphate / 1,2-dichloro-ethane / 15 h / 50 °C / Sealed tube; Inert atmosphere
  • 8
  • [ 848369-52-8 ]
  • 4-benzylamino-2-butene methyl carbonate [ No CAS ]
  • (E)-4-(benzyl((8-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)amino)but-2-en-1-yl methyl carbonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With N-ethyl-N,N-diisopropylamine In ethanol at 95℃; Inert atmosphere;
  • 9
  • [ 848369-52-8 ]
  • C24H28N4O2S*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 10
  • [ 848369-52-8 ]
  • C24H30N4OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 11
  • [ 848369-52-8 ]
  • C23H24N4OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 12
  • [ 848369-52-8 ]
  • C19H23N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 13
  • [ 848369-52-8 ]
  • C24H27N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 14
  • [ 848369-52-8 ]
  • C21H27N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 15
  • [ 848369-52-8 ]
  • C23H27N3OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 16
  • [ 848369-52-8 ]
  • C24H27N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 17
  • [ 848369-52-8 ]
  • C20H25N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 18
  • [ 848369-52-8 ]
  • C24H28N4O2S*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 19
  • [ 848369-52-8 ]
  • C23H25N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 20
  • [ 848369-52-8 ]
  • C26H29N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 21
  • [ 848369-52-8 ]
  • C26H29N5OS*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 22
  • [ 848369-52-8 ]
  • C24H26N4O2S*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 23
  • [ 848369-52-8 ]
  • C24H26N4O2S*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 24
  • [ 848369-52-8 ]
  • C25H30N4O2S*C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 25
  • [ 848369-52-8 ]
  • tert-butyl 4-(((8-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)thio)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere
  • 26
  • [ 848369-52-8 ]
  • 8-methyl-2-((piperidin-4-ylthio)methyl)quinazolin-4(3H)-one trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C
  • 27
  • [ 848369-52-8 ]
  • 8-methyl-2-(((1-methylpiperidin-4-yl)thio)methyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: acetic acid; sodium cyanoborohydride / methanol; water / 20 °C
  • 28
  • [ 848369-52-8 ]
  • 2-(((1-acetylpiperidin-4-yl)thio)methyl)-8-methylquinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: triethylamine / dichloromethane / 0 - 20 °C
  • 29
  • [ 848369-52-8 ]
  • tert-butyl 4-(((8-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)thio)azepane-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 6 h / 20 - 80 °C / Inert atmosphere
  • 30
  • [ 848369-52-8 ]
  • 2-((azepan-4-ylthio)methyl)-8-methylquinazolin-4(3H)-one trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 6 h / 20 - 80 °C / Inert atmosphere 3: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C
  • 31
  • [ 848369-52-8 ]
  • 8-methyl-2-(((1-((1-methyl-1H-imidazol-2-yl)methyl)piperidin-4-yl)thio)methyl)quinazolin-4(3H)-one bistrifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: sodium tris(acetoxy)borohydride / tetrahydrofuran / 20 °C / Inert atmosphere
  • 32
  • [ 848369-52-8 ]
  • tert-butyl (2-(4-(((8-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)thio)piperidin-1-yl)-2-oxoethyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / 1-methyl-pyrrolidin-2-one / 1 h / Inert atmosphere
  • 33
  • [ 848369-52-8 ]
  • (R)-tert-butyl (5-guanidino-1-(4-(((8-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)thio)piperidin-1-yl)-1-oxopentan-2-yl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere
  • 34
  • [ 848369-52-8 ]
  • (R)-1-(4-amino-5-(4-(((8-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)thio)piperidin-1-yl)-5-oxopentyl)guanidine trihydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: N-ethyl-N,N-diisopropylamine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere 5: hydrogenchloride / ethyl acetate / 3 h / 20 °C
  • 35
  • [ 848369-52-8 ]
  • 8-methyl-2-(((1-(3-(pyridin-2-yl)propanoyl)piperidin-4-yl)thio)methyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / 4 h / 20 °C / Inert atmosphere
  • 36
  • [ 848369-52-8 ]
  • 8-methyl-2-(((1-(methylsulfonyl)piperidin-4-yl)thio)methyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere
  • 37
  • [ 848369-52-8 ]
  • 8-methyl-2-(((1-(pyridin-2-ylsulfonyl)piperidin-4-yl)thio)methyl)quinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 2: sodium hydroxide / N,N-dimethyl-formamide / 16 h / 20 - 80 °C / Inert atmosphere 3: 5 h / 20 °C 4: triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere
  • 38
  • [ 848369-52-8 ]
  • S-(3-(hydroxymethyl)cyclohexyl)ethanethioate [ No CAS ]
  • 2-(((3-(hydroxymethyl)cyclohexyl)thio)methyl)-8-methylquinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
38% Stage #1: S-(3-(hydroxymethyl)cyclohexyl)ethanethioate With sodium hydroxide In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 2-(chloromethyl)-8-methylquinazolin-4(3H)-one In tetrahydrofuran at 20℃; Inert atmosphere; 70.1 Step 1: 2-(((3-(Hydroxymethyl)cyclohexyl)thio)methyl)-8-methylquinazolin-4(3H)-one To a solution of Int-B13 (316 mg, 1.7 mmol, 1.0 eq) in THF (10 mL) was added 1 M NaOH (4 mL) and the mixture was stirred at RT for 10 min under a N2 atmosphere. Int-A1 (350 mg, 1.7 mmol, 1.0 eq) was then added and the mixture was stirred at RT overnight under a N2 atmosphere. The mixture was diluted with water (5 mL) and extracted with EtOAc (20 mL×3). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (DCM:MeOH, 10:1, v/v) to afford the title compound as a 5:1 mixture of cis/trans isomers (200 mg, 38%) as a white solid. LCMS: [M+H]+ 319.1.
  • 39
  • [ 848369-52-8 ]
  • [ 507-09-5 ]
  • ((8-methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl)ethanethioate [ No CAS ]
YieldReaction ConditionsOperation in experiment
100% In N,N-dimethyl-formamide at 20 - 80℃; for 16h; Inert atmosphere; Intermediate C1: ((8-Methyl-4-oxo-3,4-dihydroquinazolin-2-yl)methyl) ethanethioate To a solution of Int A1 (5.0 g, 24 mmol, 1 eq) in DMF (50 mL) at RT under a N2 atmosphere was added AcSH (3.7 g, 48 mmol, 2 eq) and the mixture was heated at 80° C. for 16 h. After cooling to RT, the mixture was diluted with petroleum ether and the resulting precipitate was collected by filtration and dried to give the title product (6 g, 100%) as a yellow solid, which was used in the subsequent steps without further purification. LCMS: [M+H]+ 249.1.
  • 41
  • [ 848369-52-8 ]
  • 5-methoxy-1H-imidazo[4,5-b]pyridine-2-thiol [ No CAS ]
  • 2-(((5-methoxy-1H-imidazo[4,5-b]pyridin-2-yl)thio)methyl)-8-methylquinazolin-4(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With sodium hydroxide In methanol at 20℃;
Same Skeleton Products
Historical Records