Home Cart 0 Sign in  

[ CAS No. 873551-20-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 873551-20-3
Chemical Structure| 873551-20-3
Structure of 873551-20-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 873551-20-3 ]

Related Doc. of [ 873551-20-3 ]

Alternatived Products of [ 873551-20-3 ]

Product Details of [ 873551-20-3 ]

CAS No. :873551-20-3 MDL No. :MFCD22665818
Formula : C11H16N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :QFQAHPXXVKMPSS-UHFFFAOYSA-N
M.W : 208.26 Pubchem ID :68431027
Synonyms :

Calculated chemistry of [ 873551-20-3 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.64
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 0.0
Molar Refractivity : 60.67
TPSA : 53.33 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.58
Log Po/w (XLOGP3) : 1.24
Log Po/w (WLOGP) : 1.7
Log Po/w (MLOGP) : 0.95
Log Po/w (SILICOS-IT) : 1.04
Consensus Log Po/w : 1.5

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.71
Solubility : 4.02 mg/ml ; 0.0193 mol/l
Class : Very soluble
Log S (Ali) : -1.96
Solubility : 2.29 mg/ml ; 0.011 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.35
Solubility : 9.35 mg/ml ; 0.0449 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.25

Safety of [ 873551-20-3 ]

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 [ 873551-20-3 ]

* 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.

  • Upstream synthesis route of [ 873551-20-3 ]
  • Downstream synthetic route of [ 873551-20-3 ]

[ 873551-20-3 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 557-21-1 ]
  • [ 138647-49-1 ]
  • [ 873551-20-3 ]
YieldReaction ConditionsOperation in experiment
3.5 g With tetrakis(triphenylphosphine) palladium(0) In dimethyl sulfoxide at 100℃; for 2 h; To a solution of tert-butyl 4-(trifluoromethylsulfonyloxy)-3,6-dihydro-2H-pyridine-1-carboxylate(6.0 g, 0.018 mol) in dimethyl sulphoxide (60 ml), palladium(0) tetrakis(triphenylphosphine)(0.84 g, 0.007 mmol) and zinc cyanide (3.81 g, 0.032 mol) was added. The reaction mixture was heated to 100°C for 2 hr. The reaction mixture was diluted with water extracted with ethyl acetate. The organic layer was washed with water, followed by brine further dried over sodium sulphate and evaporated. The residue is purified by combi flash (eluting with 5percent ethylacetate:n-hexane) to get 3.5 g of tert-butyl 4-cyano-3,6-dihydro-2H-pyridine-1-carboxylate. MS: m/z = 209 (M+1).
3.5 g With tetrakis(triphenylphosphine) palladium(0) In dimethyl sulfoxide at 100℃; for 2 h; To a solution of tert-butyl 4-(trifluoromethylsulfonyloxy)-3,6-dihydro-2H-pyridine-1-carboxylate (6.0 g, 0.018 mol) in dimethyl sulphoxide (60 mL), palladium(0) tetrakis(triphenylphosphine) (0.84 g, 0.007 mmol) and zinc cyanide (3.81 g, 0.032 mol) was added. The reaction mixture was heated to 100° C. for 2 hr. The reaction mixture was diluted with water extracted with ethyl acetate. The organic layer was washed with water, followed by brine further dried over sodium sulphate and evaporated. The residue is purified by combi flash (eluting with 5percent ethylacetate:n-hexane) to get 3.5 g of tert-butyl 4-cyano-3,6-dihydro-2H-pyridine-1-carboxylate. MS: m/z=209 (M+1).
Reference: [1] Patent: WO2013/127808, 2013, A1, . Location in patent: Page/Page column 31
[2] Patent: US2015/31541, 2015, A1, . Location in patent: Paragraph 0146
  • 2
  • [ 84358-13-4 ]
  • [ 873551-20-3 ]
Reference: [1] Journal of the American Chemical Society, 2015, vol. 137, # 18, p. 5875 - 5878
  • 3
  • [ 79099-07-3 ]
  • [ 873551-20-3 ]
Reference: [1] Patent: WO2013/127808, 2013, A1,
[2] Patent: US2015/31541, 2015, A1,
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 873551-20-3 ]

Amides

Chemical Structure| 1153949-11-1

[ 1153949-11-1 ]

tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate

Similarity: 0.84

Chemical Structure| 849237-14-5

[ 849237-14-5 ]

1-Boc-4-(4-Cyanobenzyl)piperazine

Similarity: 0.82

Chemical Structure| 85838-94-4

[ 85838-94-4 ]

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

Similarity: 0.81

Chemical Structure| 66389-80-8

[ 66389-80-8 ]

tert-Butyl 4-cyanobenzylcarbamate

Similarity: 0.78

Chemical Structure| 622867-52-1

[ 622867-52-1 ]

tert-Butyl 6-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Similarity: 0.78

Nitriles

Chemical Structure| 1153949-11-1

[ 1153949-11-1 ]

tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate

Similarity: 0.84

Chemical Structure| 849237-14-5

[ 849237-14-5 ]

1-Boc-4-(4-Cyanobenzyl)piperazine

Similarity: 0.82

Chemical Structure| 66389-80-8

[ 66389-80-8 ]

tert-Butyl 4-cyanobenzylcarbamate

Similarity: 0.78

Chemical Structure| 256411-39-9

[ 256411-39-9 ]

1-Boc-4-(Cyanomethyl)piperidine

Similarity: 0.74

Chemical Structure| 333986-52-0

[ 333986-52-0 ]

1-Boc-4-[(4-cyanophenyl)amino]-piperidine

Similarity: 0.74

Related Parent Nucleus of
[ 873551-20-3 ]

Pyridines

Chemical Structure| 85838-94-4

[ 85838-94-4 ]

tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate

Similarity: 0.81

Chemical Structure| 387827-18-1

[ 387827-18-1 ]

tert-Butyl 4-(3-aminophenyl)-5,6-dihydropyridine-1(2H)-carboxylate

Similarity: 0.73

Chemical Structure| 128372-89-4

[ 128372-89-4 ]

tert-Butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate

Similarity: 0.73

Chemical Structure| 159503-91-0

[ 159503-91-0 ]

tert-Butyl 4-bromo-5,6-dihydropyridine-1(2H)-carboxylate

Similarity: 0.71

Chemical Structure| 184368-74-9

[ 184368-74-9 ]

1-tert-Butyl 4-methyl 5,6-dihydropyridine-1,4(2H)-dicarboxylate

Similarity: 0.70