[ CAS No. 845252-02-0 ] {[proInfo.proName]}

Name: 845252-02-0|(S)-1-(2,4-Difluorophenyl)ethanamine|97%
Brand: Ambeed
SKU: A577534
Price: 13.0 USD
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Cat. No.: {[proInfo.prAm]}

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3d Animation Molecule Structure of 845252-02-0

Structure of 845252-02-0 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 845252-02-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 845252-02-0 ]

SDS Specification

Alternatived Products of [ 845252-02-0 ]

Product Details of [ 845252-02-0 ]

CAS No. :	845252-02-0	MDL No. :	MFCD06761834
Formula :	C₈H₉F₂N	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	VBPKWFKAYDHOQW-YFKPBYRVSA-N
M.W :	157.16	Pubchem ID :	2060581
Synonyms :

Calculated chemistry of [ 845252-02-0 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.25
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	38.84
TPSA :	26.02 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) :	-6.28 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.0
Log Po/w (XLOGP3) :	1.38
Log Po/w (WLOGP) :	2.5
Log Po/w (MLOGP) :	2.72
Log Po/w (SILICOS-IT) :	2.43
Consensus Log Po/w :	2.21

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-2.02
Solubility :	1.5 mg/ml ; 0.00952 mol/l
Class :	Soluble
Log S (Ali) :	-1.53
Solubility :	4.64 mg/ml ; 0.0295 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-3.02
Solubility :	0.15 mg/ml ; 0.000957 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.75

Safety of [ 845252-02-0 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	2735
Hazard Statements:	H314	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 845252-02-0 ]

* 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.

Upstream synthesis route of [ 845252-02-0 ]
Downstream synthetic route of [ 845252-02-0 ]

[ 845252-02-0 ] Synthesis Path-Upstream 1~1

1
[ 844647-37-6 ]
[ 845252-02-0 ]

Reference： [1] Patent: WO2009/85913, 2009, A1, . Location in patent: Page/Page column 75

[ 845252-02-0 ] Synthesis Path-Downstream 1~12

1
[ 845252-02-0 ]
[ 1169690-82-7 ]
[ 1169690-83-8 ]

Yield	Reaction Conditions	Operation in experiment
19.4%	In 1-methyl-pyrrolidin-2-one; at 220℃; for 0.75h;Microwave irradiation;	3-(6-Chloro-2-(methylthio)pyrimidm-4-yl)-l,2-dihydropyrazolo[l,5-alpha]pyrimidin-2- amine (4b) (500 mg, 1.70 mmoles) was dissolved in 5 niL of NMP along with (S)-l-(2,4 difTuorophenyl)-ethylamine (988 mg, 5.0 mmoles, added as the free base). The reaction mixture was heated in the microwave three times at 220 0C, for 15 minutes each. The reaction progress was monitored by LC/MS. Upon completion, the reaction was quenched by addition of IN HCl to the vigorously stirred material until a thick oily material separated. This crude mixture was centrifuged and the thick oil separated. The oily mass was transferred to a round-bottomed flask and methanol was added. Solvents were removed under reduced pressure and the resulting solid was suspended in acetonitrile, warmed to 50 0C and vigorously stirred. Then it was cooled and the resulting precipitate was suction-filtered. The filtrate was reduced to an oil under reduced pressure and then re-dissolved in a minimum amount of methanol and purified via HPLC on Cl 8 silica with acetonitrile/water/TFA as the eluent. After lyophilizing the desired fractions a beige solid was obtained (136 mg, 19.4% yield). LC/MS (M+l): 414.

Reference： [1]Patent: WO2009/85913,2009,A1 .Location in patent: Page/Page column 61

2
[ 845252-02-0 ]
[ 1169690-93-0 ]
[ 1169689-38-6 ]

Yield	Reaction Conditions	Operation in experiment
75%	In 1-methyl-pyrrolidin-2-one; at 220℃; for 0.25h;Sealed vial; Microwave irradiation;	The HCl salt of (Sy)-l-(2,4-difluorophenyl)-ethylamine was treated with aq Na2CO3. Repeated extraction with DCM followed by concentration provided the freebase, which was transferred directly in NMP (6 mL) for use in this reaction. To this solution was added 7a (240 mg) and the resulting solution was heated in a sealed vial at 220 0C for 15 min with microwave irradiation. The reaction mixture was diluted with EtOAc and was repeatedly washed with water and brine. The organic layer was dried, filtered and concentrated. Flash chromatography (SiC^, 0-20% MeOH/DCM gradient) provided 8aa as a pale yellow solid (275 mg, 0.75 mmol, 75% yield).

Reference： [1]Patent: WO2009/85913,2009,A1 .Location in patent: Page/Page column 75

3
[ 845252-02-0 ]
[ 1169690-94-1 ]
[ 1169690-95-2 ]

Yield	Reaction Conditions	Operation in experiment
58.6%	In 1-methyl-pyrrolidin-2-one; at 220℃; for 0.333333h;Microwave irradiation;	A 7 ml NMP solution of 3-(6-chloro-2-(methylthio)pyrimidin-4-yl)pyrazolo[l,5- a]pyrimidine (7h, 1.3Og) and (S)-l-(2,4-difluoro-phenyl)ethanamine (1.47g) was heated in a microwave reactor at 220 0C for 20 min. LC/MS indicated the major peak was the desired product. The reaction mixture was partitioned between ethyl acetate and sat. NH4OAc. The organic phase was dried with MgSO4, filtered and the solvent was removed under reduced pressure. The product was purified by chromatography (SiO2, EtOAc-Hex, 1: 1) (1.09g, 58.6% yield).

Reference： [1]Patent: WO2009/85913,2009,A1 .Location in patent: Page/Page column 76; 77

4
[ 844647-37-6 ]
[ 845252-02-0 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate; In water;	The HCl salt of (Sy)-l-(2,4-difluorophenyl)-ethylamine was treated with aq Na2CO3. Repeated extraction with DCM followed by concentration provided the freebase, which was transferred directly in NMP (6 mL) for use in this reaction. To this solution was added 7a (240 mg) and the resulting solution was heated in a sealed vial at 220 0C for 15 min with microwave irradiation. The reaction mixture was diluted with EtOAc and was repeatedly washed with water and brine. The organic layer was dried, filtered and concentrated. Flash chromatography (SiC^, 0-20% MeOH/DCM gradient) provided 8aa as a pale yellow solid (275 mg, 0.75 mmol, 75% yield).

Reference： [1]Patent: WO2009/85913,2009,A1 .Location in patent: Page/Page column 75

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In 1,4-dioxane; at 20℃; for 0.25h;	General procedure: Step 3To a round bottom flask containing (R)- N-((S)- 1 -(2, 3-difluorophenyl)ethyl)-2-methyl propane-2-sulfinamide (786.8 mg, 3.01 mmol) was added Dioxane (10.000 mL). To this solution wasadded HCI in dioxane 4.OM (1.505 mL, 6.02 mmol) and the solution was allowed to stir 15mm at room temperature. The reaction mixture was concentrated, dissolved in Et20 10 ml, and concentrated again. Et20 was again added and resulting mixture sonnicated and a solid material was filtered and dried to afford (S)-1-(2,3-difluorophenyl)ethanamine (0.4213 g, 2.176mmol, 72.3% yield) as a white crystalline HCI salt.

6
[ 845252-02-0 ]
C₁₀H₁₁ClN₆ [ No CAS ]
C₁₈H₁₉F₂N₇ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 150℃; for 168.0h;	The suspension of compound 21 (180 mg, 0.72 mmol), <strong>[845252-02-0](1S)-1-(2,4-difluorophenyl)ethanamine</strong> (118 mg, 0.75 mmol) and DIPEA (0.16 ml, 10.90 mmol) in n-BuOH (1 mL) was heated at 150 C. with oil bath for 7 days. The solvent was removed under reduced pressure and the residue was dissolved in DMSO (2 ml) and was added to half-saturated ammonium chloride in water (50 mL). After stirred at room temperature for 30 min, mixture was cooled with ice bath and the solids were collected by filtration, washed by water. The crude product was purified by column chromatography (0-10% MeOH in DCM) to give the product compound 53 as yellow solids (117 mg, 44% yield). 1H NMR (400 MHz, DMSO-d6) delta 11.95 (br, 1H), 9.27 (br, 1H), 7.43 (m, 2H), 7.20 (m, 1H), 7.05 (m, 1H), 6.50-6.20 (br, 2H), 5.70-5.60 (br, 1H), 5.60-5.40 (br, 1H), 5.30-5.10 (br, 1H), 1.83 (m, 1H), 1.38 (d, J=7.2 Hz, 3H), 0.89 (m, 2H), 0.65 (m, 2H); ESI-MS: calcd for (C18H19F2N7) 371, found 372 (MH+).

Reference： [1]Patent: US2018/346450,2018,A1 .Location in patent: Paragraph 0221; 0222

7
[ 845252-02-0 ]
C₉H₉ClN₆ [ No CAS ]
C₁₇H₁₇F₂N₇ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 85℃; for 5.0h;	The solution of compound 22 (200 mg, 0.85 mmol), <strong>[845252-02-0](1S)-1-(2,4-difluorophenyl)ethanamine</strong> (139 mg, 0.89 mmol) and DIPEA (0.18 ml, 1.06 mmol) DMSO (2 mL) was stirred at 85 C. for 5 h. The reaction mixture was added to half-saturated ammonium chloride in water (80 mL) and stirred for 30 min. The solids were collected by filtration, washed by water, air-dried to give the product compound 58 as yellow solids (301 mg, 100% yield). (TLC was one spot and no further purification was performed). 1H NMR (400 MHz, DMSO-d6) delta 11.94 (br, 1H), 9.64 (br, 1H), 8.19 (br, 1H), 8.08 (br, 1H), 7.45 (m, 1H), 7.20 (m, 1H), 7.05 (m, 1H), 5.60 (br, 1H), 5.35 (m, 1H), 1.84 (m, 1H), 1.41 (d, J=6.8 Hz, 3H), 0.91 (m, 2H), 0.64 (m, 2H); ESI-MS: calcd for (C17H17F2N7) 357, found 358 (MH+).

Reference： [1]Patent: US2018/346450,2018,A1 .Location in patent: Paragraph 0231; 0232

8
[ 1193-21-1 ]
[ 845252-02-0 ]
C₁₂H₁₀ClF₂N₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 50℃;	To a solution of 4,6-dichloropyrimidine (305 mg, 2.05 mmol) in iPrOH (5 mL) was added <strong>[845252-02-0](1S)-1-(2,4-difluorophenyl)ethanamine</strong> (280 mg, 1.78 mmol) and N,N-diisopropylethylamine (0.78 ml, 4.45 mmol) at room temperature. The reaction was stirred at 50 C. for overnight. TLC was checked and the reaction was completed. Dilute NH4Cl in water (30 ml) was added and the mixture was extracted with EtOAc/Hexanes (90/10, 25 ml×3). The combined organic was washed with brine and dried over sodium sulfate. The solvents were removed under reduced pressure to give compound 12 as yellow oil, which become yellow solids after overnight on vac line. No further purification was performed and the product was used directly for the next step reaction. (480 mg, 100%). 1H NMR (400 MHz, DMSO-d6) delta 8.23 (m, 2H), 7.40 (m, 1H), 7.20 (m, 1H), 7.06 (m, 1H), 6.60 (br, 1H), 5.36 (br, 1H), 1.43 (d, J=6.8 Hz, 3H); ESI-MS: calcd for (C12H10ClF2N3) 269, found 270 (MH+).

Reference： [1]Patent: US2018/346450,2018,A1 .Location in patent: Paragraph 0138; 0139

9
[ 845252-02-0 ]
C₁₈H₁₈F₂N₆ [ No CAS ]

Reference： [1]Patent: US2018/346450,2018,A1

10
1H-pyrrolo[2,3-b]pyridine 1-oxide meta-chlorobenzoic acid salt [ No CAS ]
[ 845252-02-0 ]
(S)-N-(1-(2,4-difluorophenyl)ethyl)-1H-pyrrolo[2,3-b]pyridin-6-amine [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 4915 - 4935

11
[ 845252-02-0 ]
3-(methylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 7-oxide [ No CAS ]
(S)-N-(1-(2,4-difluorophenyl)ethyl)-3-(methylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-6-amine [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 4915 - 4935

12
[ 845252-02-0 ]
N-[(3S)-1-(6-fluoropyridine-3-carbonyl)pyrrolidin-3-yl]-N-methylacetamide [ No CAS ]
C₂₁H₂₄F₂N₄O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In 1-methyl-pyrrolidin-2-one; at 150℃;	General procedure: 50.0 mg (0.19 mmol) A-[(3S)-l -(6-Fluoropyridine-3-carbonyl)pyrrolidin-3-yl]-A- methylacetamide (ex. 1.1 ) and 107.5 mg (0.57 mmol) (l S)-l -[6-(trifluoromethyl)pyridin-3- yl]ethan-l -amine (CAS No. 1071435-52-5) are diluted with 1 mL NMP and stirred at 130C overnight. After cooling the reaction mixture is filtered through a microdisk syringe filter and purified by HPLC to obtainthe product. (0720) C21H24F3N5O2 (M = 435.44) (0721) ESI-MS : 436 [M+Hf (0722) Rt (HPFC) 0.71 min (method A)

Reference： [1]Patent: WO2020/114947,2020,A1 .Location in patent: Page/Page column 81-82

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Ghs Precautionary Statements

Precautionary Statements-General
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P101	If medical advice is needed,have product container or label at hand.
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Code	Phrase
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P222	Do not allow contact with air.
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P230	Keep wetted
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P233	Keep container tightly closed.
P234	Keep only in original container.
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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.
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Response
Code	Phrase
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P321
P322
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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.
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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. 845252-02-0 ] {[proInfo.proName]}

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[ 845252-02-0 ] Synthesis Path-Upstream 1~1

[ 845252-02-0 ] Synthesis Path-Downstream 1~12

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Fluorinated Building Blocks

Aryls

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[ 845252-02-0 ]