[ CAS No. 824-52-2 ] {[proInfo.proName]}

Name: 824-52-2|5-Methyl-1H-pyrrolo[2,3-b]pyridine|95%
Brand: Ambeed
SKU: A208623
Price: 22.0 USD
Availability: InStock
Rating: 92 (26 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 824-52-2 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 824-52-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 824-52-2 ]

SDS Specification

Alternatived Products of [ 824-52-2 ]

Product Details of [ 824-52-2 ]

CAS No. :	824-52-2	MDL No. :	MFCD06659674
Formula :	C₈H₈N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DJCJHFFRHKGOCQ-UHFFFAOYSA-N
M.W :	132.16	Pubchem ID :	20597429
Synonyms :

Calculated chemistry of [ 824-52-2 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.12
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	41.06
TPSA :	28.68 Å²

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) :	-5.91 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.51
Log Po/w (XLOGP3) :	1.68
Log Po/w (WLOGP) :	1.87
Log Po/w (MLOGP) :	1.32
Log Po/w (SILICOS-IT) :	2.53
Consensus Log Po/w :	1.78

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.38
Solubility :	0.546 mg/ml ; 0.00413 mol/l
Class :	Soluble
Log S (Ali) :	-1.9
Solubility :	1.68 mg/ml ; 0.0127 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-3.26
Solubility :	0.0721 mg/ml ; 0.000546 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.2

Safety of [ 824-52-2 ]

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

Application In Synthesis of [ 824-52-2 ]

* 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 [ 824-52-2 ]
Downstream synthetic route of [ 824-52-2 ]

[ 824-52-2 ] Synthesis Path-Upstream 1~7

1
[ 500903-95-7 ]
[ 824-52-2 ]

Yield	Reaction Conditions	Operation in experiment
80%	With sodium hydride In 1-methyl-pyrrolidin-2-one; mineral oil at 100℃; for 0.166667 h; Cooling with ice	Compound 2 (9.8 g, 48.0 mmol) and N-methylpyrrolidone (50 mL) were added to a three-necked flask;Sodium hydride (60percent, 2.8 g, 59 mmol) was added to the ice bath,100 degrees Celsius for 10 minutes. Cool to room temperature,Saturated ammonium chloride solution (50 mL) was added and extracted with ethyl acetate (50 mL x 3); the organic phases were combined, washed with water (100 mL) and saturated brine (100 mL), dried over sodium sulphate and filtered. The filtrate was spin dried to give the crude product, which was recrystallized from ethyl acetate (10 mL) to give white solid, compound 3 (5.1 g, 38.6 mmol, 80percent).

Reference： [1] Patent: CN107056781, 2017, A, . Location in patent: Paragraph 0008
[2] Patent: WO2017/133667, 2017, A1, . Location in patent: Page/Page column 120
[3] Patent: US2009/253679, 2009, A1, . Location in patent: Page/Page column 41
[4] Patent: WO2008/4117, 2008, A1,

2
[ 918523-66-7 ]
[ 824-52-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1 h;	Step 2-Preparation of 5-methyl-1H-pyrrolo[2,3-b]pyridine (15)To 5-Methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (14, 0.160 g, 0.55 mmol) in tetrahydrofuran (3.0 mL) was added tetra-n-butylammonium fluoride (0.145 g, 0.55 mmol). The reaction was stirred for 1 hour at room temperature. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 3percent methanol in dichloromethane to provide light yellow solid (15, 0.07 g, 95percent). MS (ESI)[M+H⁺]⁺=133.2.
95%	With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 1 h;	To 5-Methyl-l -triisopropylsilanyl-lH-pyrrolo[2,3-b]pyridine (100, 0.16O g, 0.55 mmol) in tetrahydrofuran (3.0 mL) was added tetra-n-butylammonium fluoride (0.145 g, 0.55 mmol). The reaction was stirred for 1 hour at room temperature. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 3percent methanol in dichloromethane to provide light yellow solid (101, 0.07 g, 95percent).

Reference： [1] Patent: US2008/167338, 2008, A1, . Location in patent: Page/Page column 36-37
[2] Patent: WO2007/2325, 2007, A1, . Location in patent: Page/Page column 115

3
[ 863479-77-0 ]
[ 824-52-2 ]

Reference： [1] Tetrahedron, 2010, vol. 66, # 35, p. 7169 - 7178
[2] Patent: WO2008/4117, 2008, A1, . Location in patent: Page/Page column 107

4
[ 211308-79-1 ]
[ 824-52-2 ]

Reference： [1] Patent: WO2008/4117, 2008, A1,

5
[ 17282-00-7 ]
[ 824-52-2 ]

Reference： [1] Patent: CN107056781, 2017, A,
[2] Patent: WO2017/133667, 2017, A1,

6
[ 1603-41-4 ]
[ 824-52-2 ]

Reference： [1] Patent: CN107056781, 2017, A,

7
[ 824-52-2 ]
[ 1138443-83-0 ]

Reference： [1] Patent: WO2017/133667, 2017, A1, . Location in patent: Page/Page column 120

[ 824-52-2 ] Synthesis Path-Downstream 1~26

2
[ 1001013-86-0 ]
[ 824-52-2 ]
5-methyl-1-(4-(1-(6-methylpyridin-3-yl)-4-(pyridin-2-yl)-1H-imidazol-2-yl)phenyl)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium phosphate;trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; In 1,4-dioxane; at 150 - 160℃; for 2.5h;Microwave irradiation;	Example 22; 5-methyl-1-f4-f1-f6-methylpyridin-3-vh-4-fpyridin-2-ylV1H-imidazol-2-yl^phenyl>-1H- Dyrrolof 2.3-blPVridine; A mixture of 2-(2-(4-iodopheny1)-1-(6-methylpyridin-3-yi)-1H-imidazol-4-yl)pyridine(200 mg, 0.46 mmol), 5-methyl-1H-pyrrolo[2,3-b]pyridi?e (62 mg, 0.46 mmol), CuI (4 mg, 0.022 mmol), K3PO4 (210 mg, 1.0 mmol), and fra?s-N.N'-dimethyl-cyclohexa?e-i^-diamine (12 mg, 0.05 mmol) in p-dioxane (1 mL) was heated by microwave at 150 0C for 1.5h. Additional 5-methyl-7-azai?dole (62 mg, 0.46 mmol), CuI (4 mg, 0.022 mmol), and diamine (12 mg) were added and the mixture heated by microwave at 1600C for 1h. The mixture was filtered, concentrated and the residue purified by SGC (1% and 2% MeOH in DCM, 0.5% NH4OH) giving a solid which was triturated with ether and dried. Yield 18 mg. 1H NMR (CDCI3) .68.57 (m, 2H), 8.18-8.12 (m, 2H), 7.90 (br, 1H), 7.82-7.73 (m, 4H), 7.59 (m, 2H), 7.51-7.47 (m, 2H)1 7.23-7.18 (m, 2H), 6.54 (d, 1H1 J = 3.3 Hz), 2.62 (s, 3H), 2.43 (s, 3H). A second compound appearing to contain two methyl resonances was present in about 10 % amount (s, 2.69), (s, 2.34). MS (ES+) m/e 443 (MH+). The material was homogeneous by HPLCMS: 6.85 min, m/e 443 (MH+). IC50 = 12.1 nM

Reference： [1]Patent: WO2008/4117,2008,A1 .Location in patent: Page/Page column 106

3
[ 863479-77-0 ]
[ 824-52-2 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium tetrachloroaurate dihydrate; In ethanol; for 18h;Heating / reflux;	Preparation 22B; 5-Methyl-1 H-pyrrolof2,3-b1pyridi?e; 3-ethynyl-5-rnethylpyridin-2-ami?e (500 mg) and sodium gold tetrachloride dihydrate (68 mg, 0.2 mmol) were combined in 4 mL ethanol and the mixture heated at reflux for 18h, filtered, concentrated, and the residue purified by SGC ( 5% MeOH in DCM, 0.5% NH4OH) giving a yellow solid, in which the major substance was equivalent by NMR to that reported by Graczyk et al. (WO2004078757). This was used without further purification. 1H NMR (CDCI3) delta 10.03 (br, 1H), 8.15 (d, 1H1 J = 2.1 Hz), 7.75 (m, 1H), 7.29 (d, 1H, J = 3.7 Hz), 6.41 (d, 1H1 J = 3.7 Hz), 2.43 (s, 3H).

Reference： [1]Tetrahedron,2010,vol. 66,p. 7169 - 7178
[2]Patent: WO2008/4117,2008,A1 .Location in patent: Page/Page column 107

4
1-(tert-butyl-dimethyl-silanyl)-5-methyl-1H-pyrrolo[2,3-b]pyridine [ No CAS ]
[ 824-52-2 ]

Yield	Reaction Conditions	Operation in experiment
81%	With hydrogenchloride; In methanol; for 0.333333h;	To a stirred solution of the crude azaindole 8 (0.64 mmol) in MeOH (6 mL) was added a 10% solution of HCl in methanol (3 mL). After 20 min the mixture was concentrated and partitioned between AcOEt and saturated aqueous NaHCO3 solution. The aqueous layer was extracted with AcOEt (2x) and the combined organic solutions were dried (MGS04), filtered and concentrated. The residue was purified by PTLC using 5% MeOH in CH2CL2 to afford the desired methyl derivative 9 (68 mg, 81 % over 3 steps NMR (400 MHz; CDC13) 5 2.45 (s, 3H), 6.42 (d, J = 3.4 Hz, 1H), 7.34 (d, J = 3.4 Hz, 1H), 7.76 (d, J = 1.7 Hz, 1H), 8.19 (d, J = 1.7 Hz, 1H), 10.92 (br s, NH).

Reference： [1]Patent: WO2004/78757,2004,A2 .Location in patent: Page 52-53

5
[ 918523-66-7 ]
[ 824-52-2 ]

Yield	Reaction Conditions	Operation in experiment
95%	With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20℃; for 1h;	Step 2-Preparation of 5-methyl-1H-pyrrolo[2,3-b]pyridine (15)To 5-Methyl-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (14, 0.160 g, 0.55 mmol) in tetrahydrofuran (3.0 mL) was added tetra-n-butylammonium fluoride (0.145 g, 0.55 mmol). The reaction was stirred for 1 hour at room temperature. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 3% methanol in dichloromethane to provide light yellow solid (15, 0.07 g, 95%). MS (ESI)[M+H+]+=133.2.
95%	With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20℃; for 1h;	To 5-Methyl-l -triisopropylsilanyl-lH-pyrrolo[2,3-b]pyridine (100, 0.16O g, 0.55 mmol) in tetrahydrofuran (3.0 mL) was added tetra-n-butylammonium fluoride (0.145 g, 0.55 mmol). The reaction was stirred for 1 hour at room temperature. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 3% methanol in dichloromethane to provide light yellow solid (101, 0.07 g, 95%).

Reference： [1]Patent: US2008/167338,2008,A1 .Location in patent: Page/Page column 36-37
[2]Patent: WO2007/2325,2007,A1 .Location in patent: Page/Page column 115

6
[ 67-56-1 ]
[ 1036767-76-6 ]
[ 824-52-2 ]
[ 1036767-86-8 ]
[ 1036767-85-7 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide; at 20℃;	Example 36: Synthesis of 5-chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3- b]pyridin-3-ylmethyl)-phenoxymethyl]-lH-benzoimidazole P-2184[0272] 5-Chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3-b]pyridin-3-ylmethyl)- phenoxymethyl]-lH-benzoimidazole P-2184 was synthesized in 2 steps from 4-(l H-Benzoimidazol- 2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehyde 227 as shown in Scheme 60.Scheme 60Step 1 - Preparation of[4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methupsilonxy-phenyl]-(5- methyl-lH~pyrrolo[2,3-b]pyridin~3-yl)-meiotahanol (228a) and 5-chloro-2-{5-betauoro-2-methoxy-4- [methoxy-(5-methyl-lH-pyrrupsilonlupsilon[2,3-b]pyridin-3-yl)-methyl]-phenoxymethyl}-lH-benzoimidazole (228b):[0273] 5-Methyl-lH-pyrrolo[2,3-b]pyridine (13) was combined with methanol and potassium hydroxide. After the mixture was stirred for 45 minutes 4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)- 2-fluoro-5-methoxy-benzaldehyde (227, per step 1 of Example 33 substituting 2-chloromethyl-lH- benzoimidazole-5-sulfonic acid dimethylamide 217 with 5-chloro-2-chloromethyl-lH- benzoimidazole) was added and the reaction was stirred at room temperature overnight. The solvent was removed under reduced pressure. Ethyl acetate was added and washed with sodium bicarbonate saturated solution and brine, dried over anhydrous sodium sulfate and concentrated. Purification with silica gel chromatography, eluting with a gradient of ethyl acetate (10-100%) in hexanes, gave the desired compounds 228a and 228b as a mixture.

Reference： [1]Patent: WO2008/80001,2008,A2 .Location in patent: Page/Page column 112

7
[ 824-52-2 ]
[ 27006-76-4 ]
1,3-dimethyl-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-1H-pyrazole-4-carbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%		Reference Example 2041,3-dimethyl-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-1H-pyrazole-4-carbaldehydeTo a solution of <strong>[824-52-2]5-methyl-1H-pyrrolo[2,3-b]pyridine</strong> (1.70 g) in N,N-dimethylformamide (30 mL), which was cooled at 0 C. in an ice bath, was added 60% sodium hydride (in oil, 561 mg) with stirring, and the mixture was stirred at 0 C. for 30 min. 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carbaldehyde (1.85 g) was added to this reaction mixture at 0 C., and the reaction mixture was stirred at 80 C. for 6 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtrated. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography (hexane-ethyl acetate 70:30, v/v), and crystallized from hexane-ethyl acetate to give the title compound (1.42 g, yield 48%) as colorless crystals.1H-NMR (300 MHz, CDCl3) delta:2.46 (s, 3H), 2.54 (s, 3H), 3.68 (s, 3H), 6.69 (d, J=3.6 Hz, 1H), 7.25-7.29 (m, 1H), 7.80-7.83 (m, 1H), 8.19 (d, J=2.1 Hz, 1H), 9.57 (s, 1H).

Reference： [1]Patent: US2008/194617,2008,A1 .Location in patent: Page/Page column 84

8
[ 100-97-0 ]
[ 824-52-2 ]
[ 1190321-17-5 ]

Yield	Reaction Conditions	Operation in experiment
49%	With water; acetic acid; for 4h;Reflux;	Compound 3 (0.50 g, 3.8 mmol), methenamine (0.8 g, 5.7 mmol) was added to a three-necked flask,Water (5 mL) and acetic acid (2.5 mL);The reaction was heated to reflux for 4 hours. The reaction was cooled to room temperature and extracted with ethyl acetate (30 mL x 3); the organic phases were combined and washed with saturated brine (30 mL)Dry over sodium sulfate and filter. The filtrate was spin-dried, and the crude product was separated by silica gel column chromatography (petroleum ether: ethyl acetate = 1: 2 by volume)A pale yellow solid was obtained, compound 4 (0.3 g, 1.9 mmol, 49%)
65%Spectr.		b) <strong>[824-52-2]5-methyl-1H-pyrrolo[2,3-b]pyridine</strong>-3-carbaldehyde can be prepared as follows: Add 1.6 g of 1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decane to a suspension of 1 g of <strong>[824-52-2]5-methyl-1H-pyrrolo[2,3-b]pyridine</strong> in a mixture of 10 cm3 of water and 5 cm3 of acid acetic. Reflux the mixture under argon for four hours and thirty minutes, then add 30 cm3 of water to the hot mixture and leave to return to room temperature while stirring overnight. Then extract the mixture with three times 50 cm3 of ethyl acetate. Then combine the organic phases and wash with 3 times 50 cm3 of water, dry over magnesium sulphate and concentrate to dryness at reduced pressure to obtain 610 mg of a mixture containing 65% (by NMR) of <strong>[824-52-2]5-methyl-1H-pyrrolo[2,3-b]pyridine</strong>-3-carbaldehyde in the form of a yellow powder, for which the characteristics of the main product are as follows:

Reference： [1]Patent: CN107056781,2017,A .Location in patent: Paragraph 0008
[2]Patent: US2009/253679,2009,A1 .Location in patent: Page/Page column 41

9
[ 500903-95-7 ]
[ 824-52-2 ]

Yield	Reaction Conditions	Operation in experiment
80%	With sodium hydride; In 1-methyl-pyrrolidin-2-one; mineral oil; at 100℃; for 0.166667h;Cooling with ice;	Compound 2 (9.8 g, 48.0 mmol) and N-methylpyrrolidone (50 mL) were added to a three-necked flask;Sodium hydride (60%, 2.8 g, 59 mmol) was added to the ice bath,100 degrees Celsius for 10 minutes. Cool to room temperature,Saturated ammonium chloride solution (50 mL) was added and extracted with ethyl acetate (50 mL x 3); the organic phases were combined, washed with water (100 mL) and saturated brine (100 mL), dried over sodium sulphate and filtered. The filtrate was spin dried to give the crude product, which was recrystallized from ethyl acetate (10 mL) to give white solid, compound 3 (5.1 g, 38.6 mmol, 80%).
	With potassium tert-butylate; In NMP (1-methyl-2-oxopyrrolidine); at 20℃;Reflux; Inert atmosphere;	c) 5-methyl-1H-pyrrolo[2,3-b]pyridine can be prepared as follows: Add 7 g of potassium tert-butanolate to a suspension of 7.5 g of 5-methyl-3-[(trimethylsilyl)ethynyl]pyridin-2-amine in 170 cm3 of NMP. Reflux the reaction mixture for six hours thirty minutes under argon then allow to return to room temperature overnight. Then pour the reaction mixture slowly into 740 cm3 of a saturated aqueous solution of ammonium chloride and filter the insoluble matter on celite. Extract the filtrate with three times 500 cm3 of ethyl acetate then wash the combined organic phases with water, dry over magnesium sulphate and concentrate to dryness at reduced pressure. Then take up the residue in ethyl acetate. The solution obtained is washed with water, then dried over magnesium sulphate and concentrated to dryness at reduced pressure to obtain 2.6 g of 5-methyl-1H-pyrrolo[2,3-b]pyridine in the form of a brown solid with the following characteristics: LC-MS: retention time 0.85 min, 133(+)=(M+H)(+). 1H-NMR spectrum at 400 Hz: 2.38 (s: 3H); 6.35 (dd, J=1.5, 3 Hz: 1H); 7.38 (dd, J=2.5, 3 Hz: 1H), 7.73 (db, J=1 Hz: 1H); 8.2 (d, J=2 Hz: 1H); 11.42 (se, 1H).

Reference： [1]Patent: CN107056781,2017,A .Location in patent: Paragraph 0008
[2]Patent: WO2017/133667,2017,A1 .Location in patent: Page/Page column 120
[3]Patent: US2009/253679,2009,A1 .Location in patent: Page/Page column 41
[4]Patent: WO2008/4117,2008,A1

10
[ 824-52-2 ]
[ 260552-98-5 ]
[ 1254567-31-1 ]

Yield	Reaction Conditions	Operation in experiment
	With aluminum (III) chloride; In nitromethane; at 45℃; for 72h;	To 5-methyl-lH-pyrrolo[2,3-b]py?dine (IS, 2 00 g, 15 1 mmol) and aluminum trichloride (1 1 6 g, 87 2 mmol), nitromethane (63 1 mL, 1 16 mol) was added, followed by the addition of 2,6- difluoro-3-nitro-benzoyl chlonde (14, 3 22 g, 14 5 mmol) The reaction was placed in an oil bath at 45 0C and stirred for 3 days, then cooled to room temperature and 30 mL of methanol was added The reaction was then diluted with 200 mL of ethyl acetate and 100 mL each of water and IN hydrochloric acid, resulting in a precipitate that was collected to provide the desired compound (16, 2 761 g) Additonal compound was recovered from the organic layer, removing the solvent and purifying by silica gel column chromatography eluting with a gradient of 5 to 70% ethyl acetate in hexanes to provide another 126 mg of compound MS(ESI) [M+H+]+ = 317 9

Reference： [1]Patent: WO2010/129567,2010,A1 .Location in patent: Page/Page column 70

11
[ 824-52-2 ]
C₂₅H₃₉N₃Sn [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 781 - 786

12
[ 824-52-2 ]
C₁₃H₁₃N₃ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 781 - 786

13
[ 824-52-2 ]
[ 1247931-40-3 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 781 - 786

14
[ 824-52-2 ]
cyclobutyl halide [ No CAS ]
C₁₂H₁₄N₂ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 781 - 786

15
(5-formyl-3-methoxypyridin-2-yl)(4-methoxy-benzyl)carbamic acid tert-butyl ester [ No CAS ]
[ 824-52-2 ]
{5-[hydroxy-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-3-methoxypyridin-2-yl}-(4-methoxybenzyl)carbamic acid tert-butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With methanol; potassium hydroxide; at 20℃;	In a vial, 5-methyl-1H-[2,3-b]pyridine (126, 1 equivalent) is combined with (5-formyl-3-methoxy-pyridin-2-yl)-(4-methoxy-benzyl)-carbamic acid tert-butyl ester (55, 1.1 equivalents), 5 mL of methanol, and potassium hydroxide (3 equivalents). The reaction is stirred at room temperature overnight, then aqueous 1N hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic layer is washed with water, brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography eluting with methanol and dichloromethane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound.

Reference： [1]Patent: US9096593,2015,B2 .Location in patent: Page/Page column 188; 189

16
[ 824-52-2 ]
(5-fluoro-2-methoxypyridin-3-ylmethyl)-[3-methoxy-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)pyridin-2-yl]amine [ No CAS ]

Reference： [1]Patent: US9096593,2015,B2

17
[ 824-52-2 ]
3-methoxy-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)pyridin-2-ylamine [ No CAS ]

Reference： [1]Patent: US9096593,2015,B2

18
[ 1603-41-4 ]
[ 824-52-2 ]

Reference： [1]Patent: CN107056781,2017,A

19
[ 17282-00-7 ]
[ 824-52-2 ]

Reference： [1]Patent: CN107056781,2017,A
[2]Patent: WO2017/133667,2017,A1

20
[ 824-52-2 ]
[ 1138443-83-0 ]

Reference： [1]Patent: WO2017/133667,2017,A1 .Location in patent: Page/Page column 120

21
[ 824-52-2 ]
3-iodo-5-methyl-1-(p-tolylsulfonyl)-1H-pyrrolo[2,3-b]pyridine [ No CAS ]

Reference： [1]Patent: WO2017/133667,2017,A1

22
[ 824-52-2 ]
[ 123-54-6 ]
[ 78-98-8 ]
3-acetyl-4-(5-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)hexane-2,5-dione [ No CAS ]

Reference： [1]Green Chemistry,2018,vol. 20,p. 1367 - 1374

23
[ 824-52-2 ]
[ 1217249-60-9 ]

Reference： [1]Patent: WO2010/129567,2010,A1

24
[ 824-52-2 ]
[ 1254562-29-2 ]

Reference： [1]Patent: WO2010/129567,2010,A1

25
[ 211308-79-1 ]
[ 824-52-2 ]

Reference： [1]Patent: WO2008/4117,2008,A1

26
[ 824-52-2 ]
[ 1190314-41-0 ]

Yield	Reaction Conditions	Operation in experiment
81%	With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃;

Reference： [1]Lin, Cai; Ferreira de Almeida Fiuza, Ludmila; Cardoso Santos, Camila; Ferreira Nunes, Daniela; Cruz Moreira, Otacílio; Bouton, Jakob; Karalic, Izet; Maes, Louis; Caljon, Guy; Hulpia, Fabian; de Nazaré C. Soeiro, Maria; Van Calenbergh, Serge [ChemMedChem, 2021, vol. 16, # 14, p. 2231 - 2253]

Same Skeleton Products

Related Products

Historical Records

Related Parent Nucleus of
[ 824-52-2 ]

Other Aromatic Heterocycles

[ 267876-25-5 ]

(1H-Pyrrolo[2,3-b]pyridin-5-yl)methanamine

Similarity: 0.98

[ 271-63-6 ]

1H-Pyrrolo[2,3-b]pyridine

Similarity: 0.96

[ 824-24-8 ]

4-Methyl-1H-pyrrolo[2,3-b]pyridine

Similarity: 0.96

[ 74420-00-1 ]

4-Amino-1H-pyrrolo[2,3-b]pyridine

Similarity: 0.92

[ 23612-48-8 ]

2-Methyl-1H-pyrrolo[2,3-b]pyridine

Similarity: 0.92

Ghs Precautionary Statements

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 824-52-2 ] {[proInfo.proName]}

Quality Control of [ 824-52-2 ]

Related Doc. of [ 824-52-2 ]

Product Details of [ 824-52-2 ]

Calculated chemistry of [ 824-52-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 824-52-2 ]

Application In Synthesis of [ 824-52-2 ]

[ 824-52-2 ] Synthesis Path-Upstream 1~7

[ 824-52-2 ] Synthesis Path-Downstream 1~26

Related Parent Nucleus of [ 824-52-2 ]

Other Aromatic Heterocycles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Parent Nucleus of
[ 824-52-2 ]