[ CAS No. 77123-60-5 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 77123-60-5
Chemical Structure| 77123-60-5
Structure of 77123-60-5

Quality Control of [ 77123-60-5 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 77123-60-5 ]

SDS

Product Details of [ 77123-60-5 ]

CAS No. :77123-60-5MDL No. :MFCD09029299
Formula :C8H6FNBoiling Point :-
Linear Structure Formula :-InChI Key :-
M.W :135.14Pubchem ID :12687362
Synonyms :

Computed Properties of [ 77123-60-5 ]

TPSA : 26 H-Bond Acceptor Count : 2
XLogP3 : 1.6 H-Bond Donor Count : 1
SP3 : 0.00 Rotatable Bond Count : 1

Safety of [ 77123-60-5 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305 P351 P338UN#:N/A
Hazard Statements:H302 H312 H332-H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 77123-60-5 ]

  • Upstream synthesis route of [ 77123-60-5 ]
  • Downstream synthetic route of [ 77123-60-5 ]

[ 77123-60-5 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 77123-63-8 ]
  • [ 77123-60-5 ]
YieldReaction ConditionsOperation in experiment
88% at 20℃; Step 31d. 3-Ethynyl-4-fluorobenzenamine (Compound 0605); Compound 0604 obtained above was treated with 100 mg potassium hydroxide in 20 mL of methanol at room temperature overnight. The solution was concentrated, dilute with water, brought to neutrality, and then extracted with ether. The combined organic phase was dried over magnesium sulfate, concentrated to yield the title compound 0605 as a brown oil (1.49 g, 85percent): LCMS 136 [M+1]+. The product was used in the next step without further purification.
85% With potassium hydroxide In methanol at 20℃; Compound 0604 obtained above was treated with 100 mg potassium hydroxide in 20 mL of methanol at room temperature overnight. The solution was concentrated, dilute with water, brought to neutrality, and then extracted with ether. The combined organic phase was dried over magnesium sulfate, concentrated to yield the title compound 0605 as a brown oil (1.49 g, 85percent): LCMS 136 [M+l]+. The product was used in the next step without further purification.
85% at 20℃; Step 31d.
3-Ethynyl-4-fluorobenzenamine (Compound 0605)
Compound 0604 obtained above was treated with 100 mg potassium hydroxide in 20 mL of methanol at room temperature overnight.
The solution was concentrated, dilute with water, brought to neutrality, and then extracted with ether.
The combined organic phase was dried over magnesium sulfate, concentrated to yield the title compound 0605 as a brown oil (1.49 g, 85percent): LCMS 136 [M+1]+.
The product was used in the next step without further purification.
225 mg With potassium carbonate In methanol at 20℃; Inert atmosphere 16 mg of potassium carbonate are added to a solution of 360 mg of 4-fluoro-3-[(trimethylsilyl)ethynyl]aniline in 5 ml of methanol. After stirring over night under argon and at a temperature in the region of 20° C., the medium is concentrated to dryness under reduced pressure, then taken up in 8 ml of water and neutralized with a few drops of hydrochloric acid (1 N), and then extracted three times with diethyl ether. The combined organic phases are dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure. 225 mg of 3-ethynyl-4-fluoroaniline are obtained in the form of a brown oil

Reference: [1] Patent: US2009/111772, 2009, A1. Location in patent: Page/Page column 77
[2] Patent: WO2008/33747, 2008, A2. Location in patent: Page/Page column 139
[3] Patent: US2009/76022, 2009, A1. Location in patent: Page/Page column 78
[4] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[5] Patent: JP5680638, 2015, B2. Location in patent: Paragraph 0347-0348
  • 2
  • [ 701-45-1 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[2] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[3] Patent: JP5680638, 2015, B2
[4] Patent: US2009/111772, 2009, A1
  • 3
  • [ 1072-85-1 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[2] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[3] Patent: US2009/111772, 2009, A1
  • 4
  • [ 77123-61-6 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[2] Patent: JP5680638, 2015, B2
[3] Patent: US2009/111772, 2009, A1
  • 5
  • [ 656-64-4 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
  • 6
  • [ 77123-63-8 ]
  • [ 77123-60-5 ]
YieldReaction ConditionsOperation in experiment
88% at 20℃; Step 31d. 3-Ethynyl-4-fluorobenzenamine (Compound 0605); Compound 0604 obtained above was treated with 100 mg potassium hydroxide in 20 mL of methanol at room temperature overnight. The solution was concentrated, dilute with water, brought to neutrality, and then extracted with ether. The combined organic phase was dried over magnesium sulfate, concentrated to yield the title compound 0605 as a brown oil (1.49 g, 85percent): LCMS 136 [M+1]+. The product was used in the next step without further purification.
85% With potassium hydroxide In methanol at 20℃; Compound 0604 obtained above was treated with 100 mg potassium hydroxide in 20 mL of methanol at room temperature overnight. The solution was concentrated, dilute with water, brought to neutrality, and then extracted with ether. The combined organic phase was dried over magnesium sulfate, concentrated to yield the title compound 0605 as a brown oil (1.49 g, 85percent): LCMS 136 [M+l]+. The product was used in the next step without further purification.
85% at 20℃; Step 31d.
3-Ethynyl-4-fluorobenzenamine (Compound 0605)
Compound 0604 obtained above was treated with 100 mg potassium hydroxide in 20 mL of methanol at room temperature overnight.
The solution was concentrated, dilute with water, brought to neutrality, and then extracted with ether.
The combined organic phase was dried over magnesium sulfate, concentrated to yield the title compound 0605 as a brown oil (1.49 g, 85percent): LCMS 136 [M+1]+.
The product was used in the next step without further purification.
225 mg With potassium carbonate In methanol at 20℃; Inert atmosphere 16 mg of potassium carbonate are added to a solution of 360 mg of 4-fluoro-3-[(trimethylsilyl)ethynyl]aniline in 5 ml of methanol. After stirring over night under argon and at a temperature in the region of 20° C., the medium is concentrated to dryness under reduced pressure, then taken up in 8 ml of water and neutralized with a few drops of hydrochloric acid (1 N), and then extracted three times with diethyl ether. The combined organic phases are dried over anhydrous magnesium sulphate, filtered and concentrated to dryness under reduced pressure. 225 mg of 3-ethynyl-4-fluoroaniline are obtained in the form of a brown oil

Reference: [1] Patent: US2009/111772, 2009, A1. Location in patent: Page/Page column 77
[2] Patent: WO2008/33747, 2008, A2. Location in patent: Page/Page column 139
[3] Patent: US2009/76022, 2009, A1. Location in patent: Page/Page column 78
[4] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[5] Patent: JP5680638, 2015, B2. Location in patent: Paragraph 0347-0348
  • 7
  • [ 701-45-1 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[2] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[3] Patent: JP5680638, 2015, B2
[4] Patent: US2009/111772, 2009, A1
  • 8
  • [ 1072-85-1 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[2] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[3] Patent: US2009/111772, 2009, A1
  • 9
  • [ 77123-61-6 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
[2] Patent: JP5680638, 2015, B2
[3] Patent: US2009/111772, 2009, A1
  • 10
  • [ 656-64-4 ]
  • [ 77123-60-5 ]
Reference: [1] Journal of Organic Chemistry, 1981, vol. 46, # 11, p. 2280 - 2286
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