[ CAS No. 942060-13-1 ] {[proInfo.proName]}

Name: 942060-13-1|3-(Bromomethyl)-2-methoxypyridine|97%
Brand: Ambeed
SKU: A319455
Rating: 93 (40 reviews)

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

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3d Animation Molecule Structure of 942060-13-1

Structure of 942060-13-1 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 942060-13-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 942060-13-1 ]

SDS Specification

Alternatived Products of [ 942060-13-1 ]

Product Details of [ 942060-13-1 ]

CAS No. :	942060-13-1	MDL No. :	MFCD16607557
Formula :	C₇H₈BrNO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZIXRHBYSNLQDQM-UHFFFAOYSA-N
M.W :	202.05	Pubchem ID :	57574512
Synonyms :

Calculated chemistry of [ 942060-13-1 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.29
Num. rotatable bonds :	2
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	43.56
TPSA :	22.12 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) :	-6.31 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.14
Log Po/w (XLOGP3) :	1.72
Log Po/w (WLOGP) :	1.83
Log Po/w (MLOGP) :	1.39
Log Po/w (SILICOS-IT) :	2.33
Consensus Log Po/w :	1.88

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.49
Solubility :	0.656 mg/ml ; 0.00325 mol/l
Class :	Soluble
Log S (Ali) :	-1.8
Solubility :	3.2 mg/ml ; 0.0158 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-3.42
Solubility :	0.0777 mg/ml ; 0.000385 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.9

Safety of [ 942060-13-1 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P260-P264-P280-P301+P310+P330+P331-P303+P361+P353+P310-P304+P340+P310-P305+P351+P338+P310-P363-P405-P501	UN#:	3265
Hazard Statements:	H314	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 942060-13-1 ]

* 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 [ 942060-13-1 ]
Downstream synthetic route of [ 942060-13-1 ]

[ 942060-13-1 ] Synthesis Path-Upstream 1~3

1
[ 112197-16-7 ]
[ 942060-13-1 ]

Yield	Reaction Conditions	Operation in experiment
70%	With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 2 h;	Step 2: 3-(Bromomethyl)-2-methoxypyridine Int-37 To a solution of (2-methoxypyridin-3-yl)methanol (811 mg, 5.8 mmol) and N- bromosuccinimide (1.24 g, 7.0 mmol) in DCM (10 mL) was added triphenylphosphine (1.8 g, 7.0 mmol) at rt and the mixture was stirred for 2 h. The mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over Na₂S0₄ and concentrated. The crude product was purified on silica gel to give 3-(bromomethyl)-2-methoxypyridine (829 mg, 70percent) as clear oil. ^{FontWeight="Bold" FontSize="10"}H NMR (CDC1₃) 8.14 (dd, J= 5.0, 1.9 Hz, 1H), 7.63 (dd, J- 7.3, 1.9 Hz, 1H), 6.89 (dd, J= 7.3, 5.0 Hz, 1H), 4.51 (s, 2H), 4.04 (s, 3H).
42%	With carbon tetrabromide; triphenylphosphine In dichloromethane at 20℃; for 16 h;	Example 139: Preparation of 3-bromomethyl-2-methoxy-pyridineTo a solution of [2-methoxy-pyridin-3-yl]-methanol (0.849 g, 6.11 mmol) (Example 138) in dichloromethane (30 ml) was added sequentially triphenyl phosphine (1.683 g, 6.42 mmol) and carbon tetrabromide (1.904 g, 5.81 mmol). The reaction mixture was stored at room temperature for 16 hours. The reaction mixture was concentrated and the residue purified by column chromatography on silica gel (eluent: 0- 25percent ethyl acetate in hexane) to give 3-bromomethyl-2-methoxy-pyridine as a colourless oil (0.511 g, 42percent yield). 'H-NMR (400 MHz, CDCl₃): 4.02 (3H, s, Me), 4.5 (2H, m, CH₂), 6.88 (IH, m, CH), 7.61 (IH, m, CH), 8.12 (IH, m, CH) ppm.

Reference： [1] Patent: WO2015/2994, 2015, A2, . Location in patent: Paragraph 00195
[2] Patent: WO2007/71900, 2007, A1, . Location in patent: Page/Page column 95
[3] Patent: WO2012/27261, 2012, A1, . Location in patent: Page/Page column 571; 572

2
[ 16498-81-0 ]
[ 942060-13-1 ]

Reference： [1] Patent: WO2012/27261, 2012, A1,

3
[ 71255-09-9 ]
[ 942060-13-1 ]

Reference： [1] Patent: WO2015/2994, 2015, A2,

[ 942060-13-1 ] Synthesis Path-Downstream 1~12

1
[ 112197-16-7 ]
[ 942060-13-1 ]

Yield	Reaction Conditions	Operation in experiment
70%	With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 20℃; for 2h;	Step 2: 3-(Bromomethyl)-2-methoxypyridine Int-37 To a solution of (2-methoxypyridin-3-yl)methanol (811 mg, 5.8 mmol) and N- bromosuccinimide (1.24 g, 7.0 mmol) in DCM (10 mL) was added triphenylphosphine (1.8 g, 7.0 mmol) at rt and the mixture was stirred for 2 h. The mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2S04 and concentrated. The crude product was purified on silica gel to give 3-(bromomethyl)-2-methoxypyridine (829 mg, 70%) as clear oil. FontWeight="Bold" FontSize="10" H NMR (CDC13) 8.14 (dd, J= 5.0, 1.9 Hz, 1H), 7.63 (dd, J- 7.3, 1.9 Hz, 1H), 6.89 (dd, J= 7.3, 5.0 Hz, 1H), 4.51 (s, 2H), 4.04 (s, 3H).
42%	With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20℃; for 16h;	Example 139: Preparation of 3-bromomethyl-2-methoxy-pyridineTo a solution of [2-methoxy-pyridin-3-yl]-methanol (0.849 g, 6.11 mmol) (Example 138) in dichloromethane (30 ml) was added sequentially triphenyl phosphine (1.683 g, 6.42 mmol) and carbon tetrabromide (1.904 g, 5.81 mmol). The reaction mixture was stored at room temperature for 16 hours. The reaction mixture was concentrated and the residue purified by column chromatography on silica gel (eluent: 0- 25% ethyl acetate in hexane) to give 3-bromomethyl-2-methoxy-pyridine as a colourless oil (0.511 g, 42% yield). 'H-NMR (400 MHz, CDCl3): 4.02 (3H, s, Me), 4.5 (2H, m, CH2), 6.88 (IH, m, CH), 7.61 (IH, m, CH), 8.12 (IH, m, CH) ppm.
	With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20℃; for 3h;	To a 100-mL round-bottomed flask was added (2-methoxy-3- pyridinyl)methanol (1.12 g, 8.05 mmol), triphenylphosphine (2.32 g, 8.85 mmol, Aldrich, St. Louis, MO) and carbon tetrabromide (0.86 mL, 8.85 mmol, Aldrich, St. Louis, MO) in DCM (20 mL). The reaction mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 20% EtOAc/hexanes to give 3-(bromomethyl)-2-methoxypyridine (1.10 g) as a colorless oil.

Reference： [1]Patent: WO2015/2994,2015,A2 .Location in patent: Paragraph 00195
[2]Patent: WO2007/71900,2007,A1 .Location in patent: Page/Page column 95
[3]Patent: WO2012/27261,2012,A1 .Location in patent: Page/Page column 571; 572

2
[ 16498-81-0 ]
[ 942060-13-1 ]

Reference： [1]Patent: WO2012/27261,2012,A1

3
[ 942060-13-1 ]
[ 69555-14-2 ]
[ 1361225-05-9 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In tetrahydrofuran; at 20℃; for 24.0h;	To a 100-mL round-bottomed flask were added 3-(bromomethyl)-2- methoxypyridine (1.10 g, 5.44 mmol), ethyl N-(diphenylmethylene) glycinate (1.46 g, 5.44 mmol, Acros, New Jersey) and 5N sodium hydroxide (5.44 mL, 27.2 mmol) in tetrahydrofuran (30 mL). The reaction mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with water (30 mL) and extracted with EtOAc (2 x 50 mL). The organic extract was washed with saturated NaCl (20 mL) and dried over Na2S04. The solution was filtered and concentrated in vacuo to give the crude material as light-yellow oil. The crude product was purified by silica gel chromatography, eluting with 20% EtOAc/hexanes to give ethyl N-(diphenylmethylidene)-3-(2-methoxy-3- pyridinyl)alaninate (1.52 g) as viscous oil.

Reference： [1]Patent: WO2012/27261,2012,A1 .Location in patent: Page/Page column 571-573

4
[ 942060-13-1 ]
[ 1361225-04-8 ]

Reference： [1]Patent: WO2012/27261,2012,A1

5
[ 942060-13-1 ]
[ 1361225-06-0 ]

Reference： [1]Patent: WO2012/27261,2012,A1

6
[ 942060-13-1 ]
[ 1361225-07-1 ]

Reference： [1]Patent: WO2012/27261,2012,A1

7
[ 942060-13-1 ]
[ 1361225-08-2 ]

Reference： [1]Patent: WO2012/27261,2012,A1

8
[ 942060-13-1 ]
[ 1361225-09-3 ]

Reference： [1]Patent: WO2012/27261,2012,A1

9
[ 942060-13-1 ]
[ 1361225-10-6 ]

Reference： [1]Patent: WO2012/27261,2012,A1

10
[ 942060-13-1 ]
[ 1361225-11-7 ]

Reference： [1]Patent: WO2012/27261,2012,A1

11
[ 71255-09-9 ]
[ 942060-13-1 ]

Reference： [1]Patent: WO2015/2994,2015,A2

12
[ 942060-13-1 ]
C₂₁H₂₃N₃OS₂ [ No CAS ]
7-(tert-butyl)-2-(((2-methoxypyridin-3-yl)methyl)thio)-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-amine [ No CAS ]

Reference： [1]ACS Medicinal Chemistry Letters,2017,vol. 8,p. 1099 - 1104

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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. 942060-13-1 ] {[proInfo.proName]}

Quality Control of [ 942060-13-1 ]

Related Doc. of [ 942060-13-1 ]

Product Details of [ 942060-13-1 ]

Calculated chemistry of [ 942060-13-1 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 942060-13-1 ]

Application In Synthesis of [ 942060-13-1 ]

[ 942060-13-1 ] Synthesis Path-Upstream 1~3

[ 942060-13-1 ] Synthesis Path-Downstream 1~12

Related Functional Groups of [ 942060-13-1 ]

Bromides

Ethers

Related Parent Nucleus of [ 942060-13-1 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 942060-13-1 ]

Related Parent Nucleus of
[ 942060-13-1 ]