4-Fluoropyrazole supplier | CasNO.35277-02-2

Name
4-Fluoro-1H-pyrazole
EINECS
CAS No. 35277-02-2
Article Data14
CAS DataBase
Density 1.32 g/cm³
Solubility
Melting Point
Formula C₃H₃FN₂
Boiling Point 192.7 °C at 760 mmHg
Molecular Weight 86.0686
Flash Point 70.3 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-Fluoro-1H-pyrazole;1H-pyrazole, 4-fluoro-;
PSA 28.68000
LogP 0.54880

Synthetic route

: 38346-22-4
fluoro(trimethylsilyl)acetylene

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride; acetic acid In tetrahydrofuran at 50℃;	84%

: 761-88-6
(Z)-3-(dimethylamino)-2-fluoroacrylaldehyde

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With hydrazine dihydrochloride In ethanol; water at 55℃; for 0.5h;	77%
With hydrazine dihydrochloride In ethanol; water at 55℃; for 0.5h;	77%

: 853180-40-2
4-fluoro-5-(tributylstannyl)-1H-pyrazole

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: 4-fluoro-5-(tributylstannyl)-1H-pyrazole With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: With oxonium In tetrahydrofuran Further stages.;	68%

: 139680-79-8
β-(Diethylamino)-α-fluoropropenal

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
Stage #1: β-(Diethylamino)-α-fluoropropenal With hydrazine dihydrochloride In ethanol; water at 78℃; for 4h; Stage #2: With sodium hydrogencarbonate In ethanol; water at 20℃; pH=7;	61%

: 64-17-5
ethanol

: 40623-35-6, 40623-36-7, 120201-74-3
7-chloro-7-fluoro-2,5-dioxabicyclo<4.1.0>heptane

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With hydrazine dihydrochloride; sulfuric acid; water 1.) reflux, 7 d, 2.) EtOH, reflux, 2 h; Yield given. Multistep reaction;

: 128229-03-8
(2,3,3-Trifluoro-1-propenyl)trimethylammonium Iodide

: 109-89-7
diethylamine

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With hydrazine hydrochloride 1.) 65-70 deg C, 1 h, MeCN; 2.) 50-60 deg C, MeCN,; Yield given. Multistep reaction;

: 186581-53-3, 908094-01-9
diazomethane

: 75-38-7
Vinylidene fluoride

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
Multistep reaction;

: 761-88-6
β-(Dimethylamino)-α-fluoropropenal

: 35277-02-2
4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With hydrazine dihydrochloride In ethanol; water at 55℃; for 0.333333h;	366 mg

: tert-butyl 4-((7-(3-bromophenyl)-6-chloro-4-oxo-4, 7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)-4-hydroxypiperidine-1-carboxylate

: 35277-02-2
4-fluoro-1H-pyrazole

: tert-butyl 4-((6-chloro-7-(3-(4-fluoro-1H-pyrazol-1-yl)phenyl)-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-3-yl)methyl)-4-hydroxypiperidine-1-carboxylate

Conditions

Conditions	Yield
With trans-N,N'-dimethyl-1,2-cyclohexyldiamine; copper(l) iodide; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 4h; Sealed tube; Inert atmosphere;	99%

: 35277-02-2
4-fluoro-1H-pyrazole

: 139042-59-4
1-(6-bromopyridin-3-yl)ethanone

: 1-(6-(4-fluoro-1H-pyrazol-1-yl)pyridin-3-yl)ethane-1-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 20h;	96%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 20h; Sealed tube;	96%
Stage #1: 4-fluoro-1H-pyrazole With potassium carbonate In N,N-dimethyl-formamide for 0.166667h; Stage #2: 1-(6-bromopyridin-3-yl)ethanone In N,N-dimethyl-formamide at 100℃; for 20h; Sealed tube;	96%

: 1231747-49-1
2-(bromomethyl)-1-fluoro-3-iodobenzene

: 35277-02-2
4-fluoro-1H-pyrazole

: 1231747-27-5
C10H7F2IN2

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran Reflux;	95%

: 160252-31-3
1-(5-chloropyrazin-2-yl)ethan-1-one

: 35277-02-2
4-fluoro-1H-pyrazole

: 1-(5-(4-fluoro-1H-pyrazol-1-yl)pyrazin-2-yl)ethan-1-one

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;	95%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.166667h;	95%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;	95%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;	95%

: 110-87-2
3,4-dihydro-2H-pyran

: 35277-02-2
4-fluoro-1H-pyrazole

: 4-fluoro-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole

Conditions

Conditions	Yield
With trifluoroacetic acid In tetrahydrofuran Reflux;	93%
With trifluoroacetic acid In tetrahydrofuran Reflux;	93%

: 92821-88-0, 1451-82-7
2-bromo-4'-methylpropiophenone

: 35277-02-2
4-fluoro-1H-pyrazole

: 2-(4-fluoro-1H-pyrazol-1-yl)-1-(4-methylphenyl)propan-1-one

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	91%

: 35277-02-2
4-fluoro-1H-pyrazole

: 90357-51-0
N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide

: N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-fluoro-1H-pyrazol-1-yl)-2-hydroxy-2-methylpropanamide

Conditions

Conditions	Yield
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil for 3h; Inert atmosphere; Cooling with ice; Stage #2: N-[4-cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;	90%

: 35277-02-2
4-fluoro-1H-pyrazole

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 1-(2,2-diethoxyethyl)-4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20 - 82℃; for 16h; Inert atmosphere;	89%

: 898157-46-5
tert-butyl 3-bromo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

: 35277-02-2
4-fluoro-1H-pyrazole

: tert-butyl 3-(4-fluoro-1H-pyrazol-1-yl)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; Inert atmosphere;	89%

: 7-bromo-5-(chloromethyl)-2,3-dihydro-1-benzofuran

: 35277-02-2
4-fluoro-1H-pyrazole

: 1-[(7-bromo-2,3-dihydro-1-benzofuran-5-yl)methyl]-4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	88%

: 35277-02-2
4-fluoro-1H-pyrazole

: 86864-60-0
2-(tert-butyldimethylsilyloxy)ethyl bromide

: 1-{2-[(tert-butyldimethylsilyl)oxy]ethyl}-4-fluoro-1H-pyrazole

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20℃; for 16h; Cooling with ice; Inert atmosphere; regioselective reaction;	87%

: tert-butyl (3S)-3-{[(4-methylphenyl)sulfonyl]oxy}-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

: 35277-02-2
4-fluoro-1H-pyrazole

: tert-butyl (3R)-3-(4-fluoro-1H-pyrazol-1-yl)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20 - 50℃; Inert atmosphere;	84%
With caesium carbonate In N,N-dimethyl-formamide at 20 - 50℃;	84%

: 55676-22-7
3-acetyl-6-chloropyridine

: 35277-02-2
4-fluoro-1H-pyrazole

: 1-(6-(4-fluoro-1H-pyrazol-1-yl)pyridin-3-yl)ethane-1-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 16h;	83%

: 1617-17-0
2-chlorpropionitrile

: 35277-02-2
4-fluoro-1H-pyrazole

: 2-(4-fluoro-1H-pyrazol-1-yl)propanenitrile

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 100℃; for 2h;	82%

: 35277-02-2
4-fluoro-1H-pyrazole

: 36070-75-4
5-chloro-2-pyrazinecarbonitrile

: 5-(4-fluoro-1H-pyrazol-1-yl)pyrazine-2-carbonitrile

Conditions

Conditions	Yield
With potassium acetate In N,N-dimethyl-formamide at 100℃; for 4h;	82%
With potassium acetate In N,N-dimethyl-formamide at 100℃; for 4h;	82%
With potassium acetate In N,N-dimethyl-formamide at 100℃; for 4h;	82%
With potassium acetate In N,N-dimethyl-formamide at 100℃; for 4h;	82%
With potassium acetate In N,N-dimethyl-formamide at 100℃; for 4h;	82%

: 420-04-2
CYANAMID

: 35277-02-2
4-fluoro-1H-pyrazole

: 1428527-45-0
4-fluoro-1H-pyrazole-1-carboxamidine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane for 2h; Reflux; Inert atmosphere;	80%
With hydrogenchloride In 1,4-dioxane for 2h; Reflux; Inert atmosphere;	80%

: 3-(3-(4-(chloromethyl)benzyl)isoxazol-5-yl)pyridin-2-amine

: 35277-02-2
4-fluoro-1H-pyrazole

: 3-(3-(4-((4-fluoro-1H-pyrazol-1-yl)methyl)benzyl)isoxazol-5-yl)pyridin-2-amine

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 60℃; for 0.0833333h;	80%
With potassium tert-butylate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 60℃; for 0.0833333h;	80%

: 2-bromo-1-[4-(trifluoromethoxy)phenyl]propan-1-one

: 35277-02-2
4-fluoro-1H-pyrazole

: 2-(4-fluoro-1H-pyrazol-1-yl)-1-[4-(trifluoromethoxy)phenyl]propan-1-one

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃;	79%

: 35277-02-2
4-fluoro-1H-pyrazole

: 590-17-0
cyanomethyl bromide

: 2-(4-fluoro-1H-pyrazol-1-yl)acetonitrile

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 12.6667h;	76%
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 12.6667h;	1 g

: 1010729-04-0
(S)-N-(3-chloro-4-cyanophenyl)-2-methyloxirane-2-carboxamide

: 35277-02-2
4-fluoro-1H-pyrazole

: (S)-N-(3-chloro-4-cyanophenyl)-3-(4-fluoro-1H-pyrazol-1-yl)-2-hydroxy-2-methylpropanamide

Conditions

Conditions	Yield
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Cooling with ice; Stage #2: (S)-N-(3-chloro-4-cyanophenyl)-2-methyloxirane-2-carboxamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere; Cooling with ice;	72%
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 3h; Inert atmosphere; Stage #2: (S)-N-(3-chloro-4-cyanophenyl)-2-methyloxirane-2-carboxamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;

: 35277-02-2
4-fluoro-1H-pyrazole

: 113181-02-5
(S)-(-)-3-bromo-2-hydroxy-2-methyl-N-[(4-cyano-3-(trifluoromethyl)phenyl)]propanamide

: (R)-N-(4-cyano-3-(trifluoromethyl)phenyl)-3-(4-fluoro-1H-pyrazol-1-yl)-2-hydroxy-2-methylpropanamide

Conditions

Conditions	Yield
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil for 3h; Cooling with ice; Inert atmosphere; Stage #2: (S)-(-)-3-bromo-2-hydroxy-2-methyl-N-[(4-cyano-3-(trifluoromethyl)phenyl)]propanamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;	71%
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil for 3h; Inert atmosphere; Cooling with ice; Stage #2: (S)-(-)-3-bromo-2-hydroxy-2-methyl-N-[(4-cyano-3-(trifluoromethyl)phenyl)]propanamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;	64%
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 3h; Inert atmosphere; Stage #2: (S)-(-)-3-bromo-2-hydroxy-2-methyl-N-[(4-cyano-3-(trifluoromethyl)phenyl)]propanamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;	64%

: N-((S)-2-cyano-1-(4-(ethylsulfonyl)phenyl)ethyl)-4-((2S,4S)-2-((difluoromethoxy)methyl)-4-(4-iodophenoxy)pyrrolidin-1-yl)benzamide

: 35277-02-2
4-fluoro-1H-pyrazole

: N-((S)-2-cyano-1-(4-(ethylsulfonyl)phenyl)ethyl)-4-((2S,4S)-2-((difluoromethoxy)methyl)-4-(4-(4-fluoro-1H-pyrazol-1-yl)phenoxy)pyrrolidin-1-yl)benzamide

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; methyl (S)-2-methylpyrrolidine-2-carboxylate monohydrochloride In dimethyl sulfoxide at 100℃; for 16h; Inert atmosphere;	71%

: 6479-18-1
1-methyl-2(1H)-quinoxalinone

: 35277-02-2
4-fluoro-1H-pyrazole

: 3-(4-fluoro-1H-pyrazol-1-yl)-1-methylquinoxalin-2(1H)-one

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 8h; Electrolysis;	70%

: C29H36O4SSi

: 35277-02-2
4-fluoro-1H-pyrazole

: C25H31FN2OSi

Conditions

Conditions	Yield
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.333333h; Stage #2: C29H36O4SSi In N,N-dimethyl-formamide at 100℃; for 4h;	68%

: 35277-02-2
4-fluoro-1H-pyrazole

: 350-46-9
4-Fluoronitrobenzene

: 35250-01-2
4-fluoro-1-(4'-nitrophenyl)pyrazole

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 70℃; for 2h;	67%

: 35277-02-2
4-fluoro-1H-pyrazole

: 206193-18-2
N-[4-nitro-3-(trifluoromethyl)phenyl]-(2R)-3-bromo-2-hydroxy-2-methylpropanamide

: (S)-3-(4-fluoro-1H-pyrazol-1-yl)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide

Conditions

Conditions	Yield
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Cooling with ice; Stage #2: N-[4-nitro-3-(trifluoromethyl)phenyl]-(2R)-3-bromo-2-hydroxy-2-methylpropanamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere; Cooling with ice;	67%
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Inert atmosphere; Stage #2: N-[4-nitro-3-(trifluoromethyl)phenyl]-(2R)-3-bromo-2-hydroxy-2-methylpropanamide In tetrahydrofuran; mineral oil at 20℃; Inert atmosphere;	67%

: 35277-02-2
4-fluoro-1H-pyrazole

: 540-51-2
2-bromoethanol

: 1207961-59-8
2-(4-fluoropyrazol-1-yl)ethanol

Conditions

Conditions	Yield
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Stage #2: 2-bromoethanol In N,N-dimethyl-formamide; mineral oil at 0 - 40℃;	66%
Stage #1: 4-fluoro-1H-pyrazole With sodium hydride In N,N-dimethyl-formamide at 0 - 23℃; Stage #2: 2-bromoethanol In N,N-dimethyl-formamide at 0 - 40℃;	66%

4-Fluoropyrazole Specification

The 4-Fluoropyrazole, with the CAS registry number 35277-02-2, is also known as 1H-pyrazole, 4-fluoro-. This chemical's molecular formula is C₃H₃FN₂ and molecular weight is 86.07. What's more, its systematic name is 4-fluoro-1H-pyrazole.

Physical properties of 4-Fluoropyrazole are: (1)ACD/LogP: 0.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.37; (4)ACD/BCF (pH 5.5): 1.12; (5)ACD/KOC (pH 5.5): 37.81; (6)ACD/KOC (pH 7.4): 37.82; (7)#H bond acceptors: 2; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 0; (10)Polar Surface Area: 17.82 Å²; (11)Index of Refraction: 1.487; (12)Molar Refractivity: 18.77 cm³; (13)Molar Volume: 65.1 cm³; (14)Surface Tension: 44.2 dyne/cm; (15)Density: 1.32 g/cm³; (16)Flash Point: 70.3 °C; (17)Enthalpy of Vaporization: 41.13 kJ/mol; (18)Boiling Point: 192.7 °C at 760 mmHg; (19)Vapour Pressure: 0.673 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=C(C=NN1)F
(2)InChI: InChI=1S/C3H3FN2/c4-3-1-5-6-2-3/h1-2H,(H,5,6)
(3)InChIKey: RYXJXPHWRBWEEB-UHFFFAOYSA-N

Product Name

4-Fluoro-1H-pyrazole

Synthetic route

4-Fluoropyrazole Specification

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