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Product Details of [ 91506-06-8 ]

CAS No. :91506-06-8 MDL No. :MFCD02859819
Formula : C9H10INO Boiling Point : -
Linear Structure Formula :- InChI Key :XSLDOPYONMGECY-UHFFFAOYSA-N
M.W : 275.09 Pubchem ID :3409620
Synonyms :

Safety of [ 91506-06-8 ]

Signal Word:Warning Class:
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 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 91506-06-8 ]

* 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.

  • Downstream synthetic route of [ 91506-06-8 ]

[ 91506-06-8 ] Synthesis Path-Downstream   1~23

  • 1
  • [ 91506-06-8 ]
  • [ 141210-63-1 ]
  • 3-{3-[1-Dimethylamino-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-indol-1-yl}-N,N-dimethyl-benzamide [ No CAS ]
  • 2
  • [ 91506-06-8 ]
  • [ 56364-12-6 ]
  • N,N-Dimethyl-3-{3-[1-methyl-pyrrolidin-(2Z)-ylidene]-2-oxo-2,3-dihydro-indol-1-yl}-benzamide [ No CAS ]
  • 3
  • [ 13884-13-4 ]
  • [ 91506-06-8 ]
  • 3-(1H-Indol-2-yl)-N,N-dimethyl-benzamide [ No CAS ]
  • 4
  • [ 1711-10-0 ]
  • [ 124-40-3 ]
  • [ 91506-06-8 ]
  • 5
  • [ 1121-60-4 ]
  • [ 91506-06-8 ]
  • [ 461045-38-5 ]
  • 3-[3-(1-hydroxy-4-oxo-5-pyridin-2-ylmethylene-cyclopent-2-enyl)-prop-1-ynyl]-<i>N</i>,<i>N</i>-dimethyl-benzamide [ No CAS ]
  • 6
  • [ 98-01-1 ]
  • [ 91506-06-8 ]
  • [ 461045-38-5 ]
  • 3-[3-(5-furan-2-ylmethylene-1-hydroxy-4-oxo-cyclopent-2-enyl)-prop-1-ynyl]-<i>N</i>,<i>N</i>-dimethyl-benzamide [ No CAS ]
  • 7
  • [ 14371-10-9 ]
  • [ 91506-06-8 ]
  • [ 461045-38-5 ]
  • 3-{3-[1-hydroxy-4-oxo-5-(3-phenyl-allylidene)-cyclopent-2-enyl]-prop-1-ynyl}-<i>N</i>,<i>N</i>-dimethyl-benzamide [ No CAS ]
  • 8
  • [ 107-86-8 ]
  • [ 91506-06-8 ]
  • [ 461045-38-5 ]
  • 3-{3-[1-hydroxy-5-(3-methyl-but-2-enylidene)-4-oxo-cyclopent-2-enyl]-prop-1-ynyl}-<i>N</i>,<i>N</i>-dimethyl-benzamide [ No CAS ]
  • 9
  • [ 91506-06-8 ]
  • [ 100-52-7 ]
  • [ 461045-38-5 ]
  • 3-[3-(5-benzylidene-1-hydroxy-4-oxo-cyclopent-2-enyl)-prop-1-ynyl]-<i>N</i>,<i>N</i>-dimethyl-benzamide [ No CAS ]
  • 10
  • [ 91506-06-8 ]
  • [ 13750-81-7 ]
  • [ 461045-38-5 ]
  • 3-{3-[1-hydroxy-5-(1-methyl-1<i>H</i>-imidazol-2-ylmethylene)-4-oxo-cyclopent-2-enyl]-prop-1-ynyl}-<i>N</i>,<i>N</i>-dimethyl-benzamide [ No CAS ]
  • 11
  • [ 91506-06-8 ]
  • [ 1571-08-0 ]
  • [ 461045-38-5 ]
  • 4-{2-[3-(3-dimethylcarbamoyl-phenyl)-prop-2-ynyl]-2-hydroxy-5-oxo-cyclopent-3-enylidenemethyl}-benzoic acid methyl ester [ No CAS ]
  • 13
  • [ 915948-83-3 ]
  • [ 91506-06-8 ]
  • 3-{3-(3H-imidazo[4,5-b]pyridin-2-yl)-5-[(1S)-2-methoxy-1-methylethoxy]phenoxy}-N,N-dimethylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate;bromotris(triphenylphosphine)copper(I); In ISOPROPYLAMIDE; at 150℃; for 2h;Microwave irradiation; A solution of 3-(3H-imidazo[4,5-Z?]pyridin-2-yl)-5-[(lιS}-2-methoxy-l-methylethoxy] phenol (see Example 9) (100 mg, 0.33 mmol) and 3-iodo-N,N-dimethylbenzamide (184 mg, 0.67 mmol) in DMA (3 ml) was treated with caesium carbonate (272 mg, 0.84 mmol) and bromotris(triphenylphosphine) copper (I) (102 mg, 0.26 mmol) [SyntheticCommunications, 31(18), 2865 - 2879 (2001)], and the resulting suspension heated in a Biotage "Initiator" microwave at 1500C for 2hrs. The crude reaction mixture was concentrated in vacuo and the residue partitioned between ethyl acetate and water. The organic layer was washed with water (x3) and brine (x2), dried (MgSO4) and evaporated. The crude material was purified by preparative ΗPLC to give the title compound. 1H ΝMR (400 MHz, CDCl3) δ 8.78 (s,lH), 8.38 (d, IH), 7.62 (s, IH), 7.52 (m, 2H), 7.23 (s,lH), 7.19 (d, IH), 7.14 (s, IH), 7.12 (s, IH), 6.79 (s, IH), 4.77 (m, IH), 3.67 (m, 2H), 3.47 (s, 3H), 3.21 (s, 3H), 3.11 (s, 3H), 1.36 (d, 3H); m/z: 447 (M+H)+.
  • 14
  • [ 91506-06-8 ]
  • C9H8(2)H2INO [ No CAS ]
  • 15
  • [ 124-40-3 ]
  • [ 618-51-9 ]
  • [ 91506-06-8 ]
YieldReaction ConditionsOperation in experiment
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; for 18h; SM053-lodo-N,N-dimethylbenzamideEDCI (1 .3 g, 6.6 mmol) was added to a solution of dimethylamine in THF (2 M, 6 mL, 10 mmol) and 3-iodobenzoic acid (1 .5 g, 6 mmol). After 18 h stirring the reaction was transferred into water, and then extracted with ethyl acetate. The organic phase was dried over sodium sulfate. The solvent was evaporated to afford the product as a viscous, clear oil. The product was used in the next reaction step without further purification. MS m/z: 276 [M + H]+.
  • 16
  • [ 91506-06-8 ]
  • C11H11FN2 [ No CAS ]
  • 3-(3-fluoro-3-(pyridin-2-ylethynyl)pyrrolidin-1-yl)-N,N-dimethylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
14% With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0); at 100℃; for 1h;Inert atmosphere; To a solution of 1(21mg, 0.11mmol) and 2(40mg, 0.15mmol) was added Pd(dba)2 (6mg, 0.01mmol), Xantphos (6mg, 0.01mmol) and Cs2CO3(98mg, 0.3mmol). The suspension was degassed under vacuum and purged with N2 several times. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 100 C for 1h, cooled to rt, LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (80mL) and washed with brine (20mL) three times. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purification with prep-TLC to afford the title product (5mg, yield: 14%). LCMS: m/z, 338.2 (M+H)+; 1HNMR (400 MHz, CDCl3): δ 2.43~2.70(m, 2H), 2.92-3.03(s, 6H), 3.45~3.54(m, 2H), 3.76~3.83(m, 2H), 6.49-6.5 l(m, 2H), 6.64~6.66(m, 1H), 7.16-7.25 (m, 2H), 7.43-7.45 (m, 1H), 7.61~7.65(m, 1H), 8.54-8.56 (m, 1H).
  • 17
  • [ 33513-42-7 ]
  • [ 618-51-9 ]
  • [ 91506-06-8 ]
YieldReaction ConditionsOperation in experiment
78% With di-tert-butyl peroxide; copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 130℃; for 12h;Sealed tube; General procedure: A 50 mL sealed tube (with a Teflon high pressure valve) equipped with a magnetic stir bar was charged with Cu(OTf)2 (0.05 mmol), followed by carboxylic acid (0.5 mmol), formamide (2.0 mmol), tert-butyl peroxide (DTBP, 1 mmol), and DCE (1 mL). After the reaction mixture was stirred at 130 C for 12 h, it was allowed to cool to ambient temperature. The reaction mixture was diluted with ethyl acetate, and then filtered through a small pad of Celite. The filtrate was washed with saturated aqueous NaHCO3 (5 mL) and brine (5 mL, twice). The organic phase was dried (Na2SO4) and concentrated in vacuo. The residue was purified by silica gel preparative TLC to give the corresponding product.
  • 18
  • [ 91506-06-8 ]
  • C15H14N4O3S [ No CAS ]
  • C24H23N5O4S [ No CAS ]
  • 19
  • [ 91506-06-8 ]
  • C14H9Cl2N5S [ No CAS ]
  • C23H18Cl2N6OS [ No CAS ]
  • 20
  • [ 696-40-2 ]
  • [ 33513-42-7 ]
  • [ 91506-06-8 ]
  • 21
  • [ 1493-13-6 ]
  • [ 91506-06-8 ]
  • [ 108-67-8 ]
  • {3-[(dimethylamino)carbonyl]phenyl}(mesityl)iodonium trifluoromethanesulfonate [ No CAS ]
  • 22
  • [ 91506-06-8 ]
  • 1-{3-[(dimethylamino)carbonyl]phenyl}-4-aza-1-azoniabicyclo[2.2.2]octanetrifluoromethanesulfonate [ No CAS ]
  • 23
  • [ 91506-06-8 ]
  • 6-chloro-N-(2-ethynylphenyl)pyrido[3,2-d]pyrimidin-4-amine [ No CAS ]
  • 3-((2-((6-chloropyrido[3,2-d]pyrimidin-4-yl)amino)phenyl)-ethynyl)-N,N-dimethylbenzamide [ No CAS ]
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