Home Cart 0 Sign in  
X

[ CAS No. 885270-86-0 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 885270-86-0
Chemical Structure| 885270-86-0
Chemical Structure| 885270-86-0
Structure of 885270-86-0 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Bulk Inquiry Add To Cart

Quality Control of [ 885270-86-0 ]

Related Doc. of [ 885270-86-0 ]

Alternatived Products of [ 885270-86-0 ]

Product Details of [ 885270-86-0 ]

CAS No. :885270-86-0 MDL No. :MFCD08234738
Formula : C11H20N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :BGUYAMZPJMTFRU-UHFFFAOYSA-N
M.W :212.29 Pubchem ID :46835579
Synonyms :

Calculated chemistry of [ 885270-86-0 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.91
Num. rotatable bonds : 3
Num. H-bond acceptors : 3.0
Num. H-bond donors : 1.0
Molar Refractivity : 65.74
TPSA : 41.57 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.1 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.66
Log Po/w (XLOGP3) : 0.7
Log Po/w (WLOGP) : 0.46
Log Po/w (MLOGP) : 1.15
Log Po/w (SILICOS-IT) : 1.05
Consensus Log Po/w : 1.2

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.4
Solubility : 8.47 mg/ml ; 0.0399 mol/l
Class : Very soluble
Log S (Ali) : -1.15
Solubility : 15.0 mg/ml ; 0.0707 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.82
Solubility : 3.19 mg/ml ; 0.015 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.71

Safety of [ 885270-86-0 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 885270-86-0 ]

* 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 [ 885270-86-0 ]

[ 885270-86-0 ] Synthesis Path-Downstream   1~30

  • 2
  • [ 885270-86-0 ]
  • C22H21F2N3O4 [ No CAS ]
  • [ 76-05-1 ]
  • (4-(5-(3,4-dimethoxyphenyl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-2-yl)phenyl)(2,6-diazaspiro[3.4]octan-2-yl)methanone 2,2,2-trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
8% To a 5 mL screw-cap reaction tube was added compound A-9 4-(7-(difluoromethyl)-5-(3,4-dimethoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-2-yl)benzoic acid (20.0 mg, 0.045 mmol), <strong>[885270-86-0]tert-butyl 2,6-diazaspiro[3.4]octane-6-carboxylate</strong> (18.98 mg, 0.089 mmol), HATU (18.7 mg, 0.049 mmol), NMP (0.500 ml), and Huenig's Base (6.00 ul, 0.044 mmol). The reaction mixture was stirred at 30 C. overnight. The material was purified by LC/MS using HPLC condition III. The fractions containing product were combined and concentrated in vacuo. The resulting material was then taken up in ethanol (1.0 ml) and 50% trifluoroacetic acid in DCM (1.0 ml, 4.00 mmol) and the mixture stirred at RT for 1 h. The mixture was then concentrated in vacuo to give compound ER-895080 as a yellow solid (2.40 mg, 8% yield).
  • 3
  • [ 885270-86-0 ]
  • 4,6-dichloro-8-fluoro-7-(2-fluoro-6-methoxyphenyl)quinazoline [ No CAS ]
  • tert-butyl 2-(6-chloro-8-fluoro-7-(2-fluoro-6-methoxyphenyl)quinazolin-4-yl)-2,6-diazaspiro[3.4]octane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With triethylamine; In dichloromethane; at 20℃; for 0.5h; A mixture of 4,6-dichloro-8-fluoro-7-(2-fluoro-6- methoxyphenyl)quinazoline (100 mg, 0.29 mmol), tert-butyl 2,6-diazaspiro[3.4]octane- 6-carboxylate (80 mg, 0.37 mmol), TEA (60 mg, 0.58 mmol) and dichloromethane (5 mL) was stirred at RT for 0.5 h. The mixture was quenched with saturated NaHCO3 solution and partitioned between water and ethyl acetate. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (ethyl acetate/petroleum ether = 1:5) to afford the desired product (120 mg, 80% yield) as white solid.
  • 4
  • [ 885270-86-0 ]
  • 7-fluoro-9-methyl-2-(2-methyl-[1,2,4]triazolo[1,5-b]pyridazin-6-yl)pyrido[1,2-a]pyrimidin-4-one [ No CAS ]
  • C26H30N8O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dimethyl sulfoxide; at 120℃;Sealed tube; In a sealed tube, 7-fluoro-9-methyl-2-(2-methyl-[l,2,4]triazolo[l,5-b]pyridazin-6-yl)-4H- pyrido[l,2-a]pyrimidin-4-one (Intermediate (VI-3), 30 mg, 0.097 mmol), TEA (34.2 mg, 47 mu, 0.338 mmol, 5 eq.) and <strong>[885270-86-0]tert-butyl 2,6-diazaspiro[3.4]octane-6-carboxylate</strong> (61.6 mg, 0.290 mmol, 3 eq.) were stirred in DMSO (1.5 ml) at 120C over the night. The precipitating product was filtered and triturated with diethylether. The isolated solid was then treated following the General Procedure 1 for Boc deprotection to afford the product 7-(2,7-diazaspiro[3.4]octan-2-yl)-9-methyl-2-(2-methyl-[l,2,4]triazolo[l,5- b]pyridazin-6-yl)pyrido[l,2-a]pyrimidin-4-one;2,2,2-trifluoroacetic acid (2.5mg, 0.005 mmol, 34.8 % yield) as a brown solid. MS m/z 403.2 [M+H]+.
  • 5
  • [ 885270-86-0 ]
  • C13H15F3N2O [ No CAS ]
  • 6
  • [ 885270-86-0 ]
  • C20H18F3N3O [ No CAS ]
  • 7
  • [ 885270-86-0 ]
  • C20H22F3N3O [ No CAS ]
  • 8
  • [ 885270-86-0 ]
  • C30H29ClF3N5O2 [ No CAS ]
  • 9
  • [ 407-14-7 ]
  • [ 885270-86-0 ]
  • C18H23F3N2O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; at 100℃; for 2h;Inert atmosphere; Schlenk technique; Preparation of intermediate BT 5 In a Shlenck reactor, a solution of <strong>[885270-86-0]6-Boc-2,6-diazaspiro[3.4]octane</strong> (CAS [885270-86- 0], 0.5g, 2.36 mmol), l-Bromo-4-(trifluoromethoxy)benzene (CAS [407-14-7], 525 mu, 3.53 mmol) and sodium terbutoxide (0.453 g, 4.71 mmol) in 1,4-dioxane (25 mL) was purged with N2. Then Palladium (II) acetate (52.9 mg, 0.236 mmol) and Xantphos (0.136 g, 0.236 mmol) were added, the mixture was purged again with N2 and stirred at 10 100C for 2h. The mixture was combined filtered on a pad of Celite. The cake was washed with EtOAc and the fitlrate was evaporated in vacuo to give 1.2 g as a brown solid. The residue was purified by preparative LC (irregular SiOH, 15-40 muiotaeta, 50 g, Merck, dry loading (Celite), mobile phase gradient: from Heptane/EtOAc from 95/5 to 60/40) to give 0.756 g of intermediate BT as off-white solid (80%).
  • 10
  • [ 885270-86-0 ]
  • [ 5399-92-8 ]
  • tert-butyl 2-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-2,6-diazaspiro[3.4]octane-6-carboxylate [ No CAS ]
  • 11
  • [ 885270-86-0 ]
  • [ 5399-92-8 ]
  • tert-butyl 2-[2-(2,2,2-trifluoroethyl)-2H-pyrazolo[3,4-d]pyrimidin-4-yl]-2,6-diazaspiro[3.4]octane-6-carboxylate [ No CAS ]
  • 12
  • [ 885270-86-0 ]
  • tert-butyl 2-[(2-cyano-1H-indol-5-yl)methyl]-2,6-diazaspiro[3.4]octane-6-carboxylate [ No CAS ]
  • 13
  • [ 885270-86-0 ]
  • 5-(2,6-diazaspiro[3.4]oct-2-ylmethyl)-1H-indole-2-carbonitrile dihydrochloride [ No CAS ]
  • 14
  • [ 885270-86-0 ]
  • 5-formyl-4-methyl-1H-indole-2-carbonitrile [ No CAS ]
  • tert-butyl 2-[(2-cyano-4-methyl-1H-indol-5-yl)methyl]-2,6-diazaspiro[3.4]octane-6-carboxylate [ No CAS ]
  • 15
  • [ 885270-86-0 ]
  • 5-formyl-4-methyl-1H-indole-2-carbonitrile [ No CAS ]
  • 5-(2,6-diazaspiro[3.4]oct-2-ylmethyl)-4-methyl-1H-indole-2-carbonitrile hydrochloride [ No CAS ]
  • 16
  • [ 885270-86-0 ]
  • tert-butyl 2-cyano-5-bromomethyl-1H-1-indole-1-carboxylate [ No CAS ]
  • tert-butyl 5-[6-(tert-butoxycarbonyl)-2,6-diazaspiro[3.4]oct-2-yl]methyl}-2-cyano-1H-indole-1-carboxylate [ No CAS ]
  • 17
  • [ 885270-86-0 ]
  • tert-butyl 6-(bromomethyl)-2-cyano-1H-indole-1-carboxylate [ No CAS ]
  • tert-butyl 6-[6-(tert-butoxycarbonyl)-2,6-diazaspiro[3.4]oct-2-yl]methyl}-2-cyano-1H-indole-1-carboxylate [ No CAS ]
  • 18
  • [ 827-01-0 ]
  • [ 885270-86-0 ]
  • C20H26ClN3O2 [ No CAS ]
  • 19
  • [ 885270-86-0 ]
  • C15H18ClN3 [ No CAS ]
  • 20
  • [ 885270-86-0 ]
  • C31H36ClN5O3 [ No CAS ]
  • 21
  • [ 885270-86-0 ]
  • (S)-2-amino-1-(2-((5-chloro-1H-indol-3-yl)methyl)-2,6-diazaspiro[3.4]octan-6-yl)-3-(1H-indol-3-yl)propan-1-one [ No CAS ]
  • 22
  • [ 885270-86-0 ]
  • 2,7-diazaspiro[3.4]octane-2-carboxylic acid benzyl ester [ No CAS ]
  • 23
  • [ 885270-86-0 ]
  • 7-methanesulfonyl-2,7-diazaspiro[3.4]octane-2-carboxylic acid benzyl ester [ No CAS ]
  • 24
  • [ 885270-86-0 ]
  • 7-methanesulfonyl-2,7-diazaspiro[3.4]octane [ No CAS ]
  • 25
  • [ 885270-86-0 ]
  • [ 501-53-1 ]
  • O2-benzyl O7-tert-butyl 2,7-diazaspiro[3.4]octane-2,7-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With triethylamine; In dichloromethane; at 0 - 20℃; for 21h; At 0 C, Triethylamine (2.1 mL, 15.0 mmol) with benzyl chloroformate (2.2 mL, 15.0 mmol) Adding to a solution of <strong>[885270-86-0]2,7-diazaspiro[3.4]octane-7-carboxylic acid tert-butyl ester</strong> (1.6 g, 7.5 mmol) in dichloromethane (20 mL) the reaction was carried out at room temperature for 21 hours. Water (5 mL) was added, and the organic phase was washed with a saturated sodium chloride solution (5 mL×2). Dry over anhydrous sodium sulfate and concentrate by suction filtration. The residue was subjected to silica gel column chromatography [petroleum ether/ethyl acetate (v / v) = 3 / 1] purification, The title compound (1.8 g, yield 69%)
  • 26
  • [ 1359655-84-7 ]
  • [ 885270-86-0 ]
YieldReaction ConditionsOperation in experiment
80% With sodium hydrogencarbonate; In water; at 20℃; for 1.5h; Sodium bicarbonate (10.0 g, 119 mmol)Add to a solution of 2,7-diazaspiro[3.4]octane-7-carboxylic acid tert-butyl ester oxalate (3.0 g, 9.9 mmol) in water (10 mL)The reaction was carried out at room temperature for 1.5 hours. Extracted with dichloromethane/methanol (v/v = 9/1, 80 mL x 3),The combined organic phases were washed with a saturated sodium chloride solution (50 mL×2). Dry over anhydrous sodium sulfate and concentrate by suction filtration.The title compound was obtained (1.68 g, yield 80%). It is a yellow oil.
  • 27
  • [ 885270-86-0 ]
  • [ 124-63-0 ]
  • tert-butyl 2-(methylsulfonyl)-2,6-diazaspiro[3.4]octane-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; Commercially available /er/-butyl 2,6-diazaspiro[3.4]octane-6-carboxylate was treated with MsCl in the presence of TEA to afford tert- butyl 2-(methylsulfonyl)-2,6- diazaspiro[3.4]octane-6-carboxylate which was next treated with TFA in DCM (80% v/v) to afford Amine Intermediate 15 which was used without purification.
  • 28
  • [ 885270-86-0 ]
  • 2-(methylsulfonyl)-2,6-diazaspiro[3.4]octane trifluoroacetate [ No CAS ]
  • 29
  • [ 885270-86-0 ]
  • 2-((2-ethyl-5-(6-(3-hydroxyazetidine-1-carbonyl)-2,6-diazaspiro[3.4]octan-2-yl)pyrazolo[1,5-a]pyridin-3-yl)(methyl)amino)-4-(4-fluorophenyl)thiazole-5-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 15 2-((2-ethyl-5-(6-(3-hydroxyazetidine-1-carbonyl)-2,6-diazaspiro[3.4]octan-2-yl)pyrazolo[1,5-a]pyridin-3-yl)(methyl)amino)-4-(4-fluorophenyl)thiazole-5-carbonitrile (Compound 15) Starting from intermediate 1 (100 mg, 0.22 mmol) and proceeding in analogy to preparation Example 11, using <strong>[885270-86-0]tert-butyl 2,6-diazaspiro[3.4]octane-6-carboxylate</strong> to afford the title Compound 15 (70 mg, 55% over 4 steps) as a pale brown solid. 1H NMR (400 MHz, CDCl3) delta 8.51-8.50 (d, J=7.6 Hz, 1H), 8.16-8.13(m, 2H), 7.18-7.14(m, 2H), 6.20(d, J=7.6 Hz, 1H), 5.89(s, 1H), 4.62-4.59(m, 1H), 4.28-4.14(m, 2H), 3.96-3.89(m, 4H), 3.86-3.83(m, 2H), 3.57(s, 3H), 3.44(t, J=6.8 Hz, 2H), 2.77(q, J=7.6 Hz, 2H), 2.15(t, J=6.8 Hz, 2H), 1.43-1.23(m, 5H). LC-MS: m/z=587.3 [M+H]+.
  • 30
  • [ 885270-86-0 ]
  • 5-((1,2,3,5,6,7-hexahydro-s-indacen-4-yl)amino)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-sulfonyl chloride [ No CAS ]
  • 5-((2,6-diazaspiro[3.4]octan-2-yl)sulfonyl)-N-(1,2,3,5,6,7-hexahydro-s-indacen-4-yl)-4H-1,2,4-triazol-3-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
25% General procedure: To a stirred solution of 6-(2-fluoroethyl)-2,6-diazaspiro[3.4]octane (Intermediate X11) (0.107 g, 0.640 mmol) and Et3N (0.089 mL, 0.640 mmol) in DCM (2 mL) was added 5-((1,2,3,5,6,7-hexahydro-s-indacen-4-yl)amino)-1-((2-(trimethylsilyl)ethoxy)- methyl)-1H-1,2,4-triazole-3-sulfonyl chloride (Intermediate B4) (0.205 g, 0.438 mmol) in DCM (4 mL). The reaction was stirred at RT for 90 min then concentrated in vacuo. The residue was redissolved in 4 M HCl in dioxane (3 mL) and stirred for 16 h. The reaction mixture was concentrated in vacuo and the crude product was purified by acidic prep HPLC (20-50% MeOH in water) to afford the title compound (23 mg, 11%) as a white solid.LCMS m/z 461.1 (M+H)+(ES+).1H NMR (DMSO-d6) d 13.25 (s, 1H), 9.01 (s, 1H), 6.98 (s, 1H), 4.50 (dt, J = 47.4, 4.8 Hz, 2H), 3.95 - 3.82 (m, 4H), 2.87 - 2.77 (m, 5H), 2.76 - 2.72 (m, 1H), 2.71 - 2.59 (m, 8H), 1.98 (p, J = 7.4 Hz, 4H), 1.88 (t, J = 7.1 Hz, 2H).
Same Skeleton Products
Historical Records

Similar Product of
[ 885270-86-0 ]

Chemical Structure| 1841081-35-3

A763978[ 1841081-35-3 ]

tert-Butyl 2,6-diazaspiro[3.4]octane-6-carboxylate hydrochloride

Reason: Free-salt

Related Functional Groups of
[ 885270-86-0 ]

Amides

Chemical Structure| 250275-15-1

[ 250275-15-1 ]

cis-2-Boc-Hexahydropyrrol[3,4-c]pyrrole

Similarity: 0.98

Chemical Structure| 199174-29-3

[ 199174-29-3 ]

(R)-tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Similarity: 0.98

Chemical Structure| 199175-10-5

[ 199175-10-5 ]

(S)-1-Boc-3-(Aminomethyl)pyrrolidine

Similarity: 0.98

Chemical Structure| 141449-85-6

[ 141449-85-6 ]

tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Similarity: 0.98

Chemical Structure| 270912-72-6

[ 270912-72-6 ]

tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Similarity: 0.98

Related Parent Nucleus of
[ 885270-86-0 ]

Aliphatic Heterocycles

Chemical Structure| 250275-15-1

[ 250275-15-1 ]

cis-2-Boc-Hexahydropyrrol[3,4-c]pyrrole

Similarity: 0.98

Chemical Structure| 199174-29-3

[ 199174-29-3 ]

(R)-tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Similarity: 0.98

Chemical Structure| 199175-10-5

[ 199175-10-5 ]

(S)-1-Boc-3-(Aminomethyl)pyrrolidine

Similarity: 0.98

Chemical Structure| 141449-85-6

[ 141449-85-6 ]

tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Similarity: 0.98

Chemical Structure| 270912-72-6

[ 270912-72-6 ]

tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Similarity: 0.98

Azetidines

Chemical Structure| 1420852-13-6

[ 1420852-13-6 ]

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

Similarity: 0.94

Chemical Structure| 236406-55-6

[ 236406-55-6 ]

2-(tert-Butoxycarbonyl)-2,7-diazaspiro[3.5]nonane

Similarity: 0.92

Chemical Structure| 896464-16-7

[ 896464-16-7 ]

tert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate

Similarity: 0.92

Chemical Structure| 152537-03-6

[ 152537-03-6 ]

tert-Butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate

Similarity: 0.92

Chemical Structure| 1023301-84-9

[ 1023301-84-9 ]

tert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate hydrochloride

Similarity: 0.90

Pyrrolidines

Chemical Structure| 199174-29-3

[ 199174-29-3 ]

(R)-tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Similarity: 0.98

Chemical Structure| 199175-10-5

[ 199175-10-5 ]

(S)-1-Boc-3-(Aminomethyl)pyrrolidine

Similarity: 0.98

Chemical Structure| 270912-72-6

[ 270912-72-6 ]

tert-Butyl 3-(aminomethyl)pyrrolidine-1-carboxylate

Similarity: 0.98

Chemical Structure| 236406-49-8

[ 236406-49-8 ]

tert-Butyl 2,7-diazaspiro[4.4]nonane-2-carboxylate

Similarity: 0.96

Chemical Structure| 274692-08-9

[ 274692-08-9 ]

(S)-tert-Butyl 3-(2-aminoethyl)pyrrolidine-1-carboxylate

Similarity: 0.94

Spiroes

Chemical Structure| 236406-49-8

[ 236406-49-8 ]

tert-Butyl 2,7-diazaspiro[4.4]nonane-2-carboxylate

Similarity: 0.96

Chemical Structure| 236406-55-6

[ 236406-55-6 ]

2-(tert-Butoxycarbonyl)-2,7-diazaspiro[3.5]nonane

Similarity: 0.92

Chemical Structure| 236406-39-6

[ 236406-39-6 ]

8-Boc-2,8-Diazaspiro[4.5]decane

Similarity: 0.92

Chemical Structure| 896464-16-7

[ 896464-16-7 ]

tert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate

Similarity: 0.92

Chemical Structure| 336191-17-4

[ 336191-17-4 ]

tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate

Similarity: 0.92