[ CAS No. 1260812-97-2 ] {[proInfo.proName]}

Name: 1260812-97-2|2-Bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine|97%
Brand: Ambeed
SKU: A153994
Price: 103.0 USD
Availability: InStock
Rating: 97 (26 reviews)

,{[proInfo.pro_purity]}

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

DV 2D 3D

3d Animation Molecule Structure of 1260812-97-2

Structure of 1260812-97-2 * 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 [ 1260812-97-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 1260812-97-2 ]

SDS Specification

Alternatived Products of [ 1260812-97-2 ]

Product Details of [ 1260812-97-2 ]

CAS No. :	1260812-97-2	MDL No. :	MFCD13193677
Formula :	C₇H₆BrN₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DKJPISUROVINRP-UHFFFAOYSA-N
M.W :	212.05	Pubchem ID :	70700892
Synonyms :

Calculated chemistry of [ 1260812-97-2 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	9
Fraction Csp3 :	0.14
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	46.55
TPSA :	41.57 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) :	-6.34 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.63
Log Po/w (XLOGP3) :	1.76
Log Po/w (WLOGP) :	2.03
Log Po/w (MLOGP) :	0.87
Log Po/w (SILICOS-IT) :	2.66
Consensus Log Po/w :	1.79

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.87
Solubility :	0.287 mg/ml ; 0.00135 mol/l
Class :	Soluble
Log S (Ali) :	-2.25
Solubility :	1.19 mg/ml ; 0.00562 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.79
Solubility :	0.0348 mg/ml ; 0.000164 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.01

Safety of [ 1260812-97-2 ]

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 [ 1260812-97-2 ]

* 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 [ 1260812-97-2 ]
Downstream synthetic route of [ 1260812-97-2 ]

[ 1260812-97-2 ] Synthesis Path-Upstream 1~3

1
[ 1569514-72-2 ]
[ 1260812-97-2 ]

Reference： [1] Patent: WO2014/29732, 2014, A1, . Location in patent: Page/Page column 79
[2] Patent: CN106336413, 2017, A, . Location in patent: Paragraph 0365; 0366; 0367
[3] Patent: WO2018/108125, 2018, A1,

2
[ 74290-66-7 ]
[ 1260812-97-2 ]

Reference： [1] Patent: WO2014/29732, 2014, A1,
[2] Patent: CN106336413, 2017, A,
[3] Patent: WO2018/108125, 2018, A1,

3
[ 5521-56-2 ]
[ 1260812-97-2 ]

Reference： [1] Patent: CN106336413, 2017, A,
[2] Patent: WO2018/108125, 2018, A1,

[ 1260812-97-2 ] Synthesis Path-Downstream 1~23

1
[ 1260812-97-2 ]
[ 76513-69-4 ]
[ 1569514-77-7 ]

Yield	Reaction Conditions	Operation in experiment
3.47 g		To a mixture of the crude <strong>[1260812-97-2]2-bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine</strong> (3.83 g, 18 mmol) prepared above and N, N-dimethylformamide (25 mL), under an atmosphere of argon and cooled in an ice bath, was added 95% sodium hydride oil dispersion (0.912 g, 36 mmol) (gas evolution). The mixture was stirred for 15 minutes, and then (2-chloromethoxy-ethyl)-trimethylsilane (3.61 g, 22 mmol) in N, N-dimethylformamide (3 mL) was added dropwise. After 10 minutes, the cooling bath was removed and the mixture stirred for another 3 hours at room temperature. The mixture was cooled in an ice bath, quenched by the addition of water, and then poured into water and extracted three times with ether. The combined ether extracts were washed twice with water, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. Purification by chromatography (silica, 15 % ethyl acetate in hexanes) gave 2-bromo-3-methyl- 5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b] pyrazine (3.47 g, 56%) as an amber solid. 1H NMR (400 MHz, DMSO- 6) delta ppm -0.11 (s, 9 H), 0.82 (m, 2 H), 2.67 (s, 3 H), 3.51 (m, 2 H), 5.59 (s, 2 H), 6.67 (d, J=3.5 Hz, 1 H), 8.01 (d, J=3.5 Hz, 1 H).

Reference： [1]Patent: WO2014/29732,2014,A1 .Location in patent: Page/Page column 80

2
[ 74290-66-7 ]
[ 1260812-97-2 ]

Reference： [1]Patent: WO2014/29732,2014,A1
[2]Patent: CN106336413,2017,A
[3]Patent: WO2018/108125,2018,A1

3
[ 1569514-72-2 ]
[ 1260812-97-2 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium tert-butylate; In tetrahydrofuran; at -30 - 20℃; for 20h;Inert atmosphere;	A solution of 5-bromo-6-methyl-3-trimethylsilanylethynyl-pyrazin-2-ylamine (6.19 g, 21.8 mmol) in tetrahydrofuran (15 mL) was added, dropwise under an argon atmosphere, to a solution of tetrahydrofuran (24 mL) and 1 M potassium t-butoxide in tetrahydrofuran (24 mL, 24 mmol) which was cooled in a bath at -30 C. The mixture was stirred for 1 h, the cooling bath was removed and the mixture stirred at room temperature. After 19 h the mixture was cooled in an ice bath and quenched by the addition of 0.5 M hydrochloric acid (48 mL). The mixture was then poured into water and extracted twice with ethyl acetate. The combined ethyl acetate layers were washed with water, dried over anhydrous magnesium sulfate, treated with activated charcoal, filtered through celite and concentrated under reduced pressure to give an orange solid (3.83 g) which was mostly 2-bromo-3-methyl-5H-pyrrolo[2,3-b]pyrazine along with a small amount of desilylated starting material. This material was used in the next step without further purification. NMR data was obtained from material prepared in a separate reaction and purified by chromatography (silica, hexanes-ethyl acetate 70:30). 1H NMR (400 MHz, DMSO- e) delta ppm 2.64 (s, 3 H), 6.57 (d, d, J=1.5, 3.3 Hz, 1 H), 7.84 (t, J=3.3 Hz, 1 H), 12.12 (br s, 1 H, NH) MS (EI/CI) m/r. 212 [M + H].
	With potassium tert-butylate; In tetrahydrofuran; at -30℃; for 1h;Inert atmosphere;	N2 protection,5-bromo-6-methyl-3 - ((trimethylsilyl) ethynyl) pyrazin-2-amine (3.50 g, 12.00 mmol)In tetrahydrofuran (11 mL)Was slowly added dropwise to a solution of potassium tert-butoxide (1.80 g, 16.00 mmol)In tetrahydrofuran (18 mL).After completion of the dropwise addition, the reaction was carried out at -30 C for 1 h,Slowly stir the reaction overnight at room temperature.(150 mL x 3), and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 2.1 g (10 mL), and the residue was filtered through a solution of celite and washed with ethyl acetate. Orange solid,The crude product was used directly without further purification in the next step. Yield: 60.0%.

Reference： [1]Patent: WO2014/29732,2014,A1 .Location in patent: Page/Page column 79
[2]Patent: CN106336413,2017,A .Location in patent: Paragraph 0365; 0366; 0367
[3]Patent: WO2018/108125,2018,A1

4
[ 1260812-97-2 ]
[ 1569514-78-8 ]