883500-88-7|7-Fluoro-1H-indole-5-carbonitrile| Ambeed

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CAS No. :	883500-88-7
Formula :	C₉H₅FN₂
M.W :	160.15
SMILES Code :	N#CC1=CC2=C(NC=C2)C(F)=C1
MDL No. :	MFCD04037880

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H312-H315-H319-H332-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Yield	Reaction Conditions	Operation in experiment
68%	With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); zinc; In N,N-dimethyl acetamide; for 12h;Reflux; Inert atmosphere;	A mixture of reagent 1 (30 g, 140.8 mmol), Zn(CN)2 (9.8 g, 84.5 mmol), Zn (2.3 g, 35.2 mmol), Pd2(dba)3 (6.45 g, 7.04 mmol), dppf (7.80 g, 14.1 mmol) in DMA (200 mL) was refluxed for 12 hours under N2. The mixture was cooled to room temperature, filtered and the filtrate was concentrated in vacuo. The residue was extracted with EtOAc (300 mL). The combined organic layers were washed with brine (100 mL), dried over Na2S04 and evaporated to dryness. Flash chromatography (silica, petroleum ether: EtOAc 40:1 to 2:1 ) gave reagent 2 as a yellow solid (15.4 g, 68%). 1H NMR (CDCI3) delta 8.71 (s, 1 H), 7.81 (s, 1 H), 7.38 (m, 1 H), 7.15 (m, 1 H), 6.68-6.70 (m, 1 H).
	With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium(0); zinc; In N,N-dimethyl acetamide; for 12h;Reflux; Inert atmosphere;	A mixture of <strong>[883500-73-0]5-bromo-7-fluoro-1H-indole</strong> (4 g, 18.68 mmol), zinc cyanide (1.31 g, 11.21 mmol), Pd2(dba)3 (0.86 g, 0.93 mmol), Zn (0.31 g, 4.67 mmol) and dppf (1.04 g, 1.87 mmol)was dissolved in DMA (60 mL) and refluxed for 12 hours under N2. The mixture was cooled to room temperature, filtered and the filtrate was concentrated in vacuo. The crude was extracted with EtOAc and the combined organic layers were washed with brine, dried over MgSO4, the solids were removed by filtration, and the solvent of the filtrate was removed under reduced pressure. The crude was purified by silica column chromatography using an-heptane to ethyl acetate gradient. The desired fractions were collected and concentrated under reduced pressure to afford 21. LC-MS ES m/z = 161 .0; Rt: 0.579 mm, method C.

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P337 + P313	IF eye irritation persists: Get medical advice/attention.
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P411 + P235	Keep cool.
Disposal
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P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

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CAS No.: 883500-88-7

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CAS No.: 883500-88-7

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[ 883500-88-7 ] Synthesis Path-Downstream 1~1

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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