Home Cart 0 Sign in  

[ CAS No. 196081-79-5 ]

{[proInfo.proName]} ,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 196081-79-5
Chemical Structure| 196081-79-5
Structure of 196081-79-5 * Storage: {[proInfo.prStorage]}

Quality Control of [ 196081-79-5 ]

Related Doc. of [ 196081-79-5 ]

SDS
Alternatived Products of [ 196081-79-5 ]
Alternatived Products of [ 196081-79-5 ]

Product Details of [ 196081-79-5 ]

CAS No. :196081-79-5 MDL No. :MFCD00022752
Formula : C10H9BrN2O Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :253.10 g/mol Pubchem ID :-
Synonyms :

Safety of [ 196081-79-5 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 UN#:
Hazard Statements:H315-H319 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 196081-79-5 ]

  • Downstream synthetic route of [ 196081-79-5 ]

[ 196081-79-5 ] Synthesis Path-Downstream   1~16

  • 1
  • [ 18372-22-0 ]
  • [ 196081-79-5 ]
  • 3-(5-bromo-1<i>H</i>-indol-3-yl)-4-(1<i>H</i>-indol-3-yl)-pyrrole-2,5-dione [ No CAS ]
  • 2
  • [ 408354-42-7 ]
  • [ 196081-79-5 ]
  • [ 408356-45-6 ]
  • 3
  • [ 196081-79-5 ]
  • [ 345264-02-0 ]
  • 2-(5-bromo-1<i>H</i>-indol-3-yl)-<i>N</i>-[(5,6-dihydro-4<i>H</i>-pyrrolo[3,2,1-<i>ij</i>]quinolin-1-yl)-oxo-acetyl]-acetamide [ No CAS ]
  • 4
  • [ 774-14-1 ]
  • [ 196081-79-5 ]
YieldReaction ConditionsOperation in experiment
89% With potassium hydroxide; In tert-butyl alcohol; for 3h;Reflux; Preparation of 2-(5-bromo-LH-indol-3-yl) acetamide (3). Nitrile 2 (0.826 g, 3.5 mmol), was refluxed in t-BuOH (10 ml) containing finely powdered 85% KOH (1.85 g, 28 mmol) for 3 h. The reaction mixture was cooled to room temperature, diluted with water, and acidified with 1 N HCl. The resulting suspension was filtered at the vacuum and filter cake was washed with water then dried in vacuo. The product was isolated as an off-white/light brown solid (0.789 g, 89 %).
81% Nitrile 2 (1.74 g, 7.40 mmol), was refluxed in t-BuOΗ (15 ml) containing finely powdered 85% KOΗ (3.91 g, 59 mmol) for 1.5 h. The reaction mixture was cooled to room temperature, diluted with water (15 ml) and acidified with 1 N HCl (59 ml). The resulting suspension was filtered at the vacuum and filter cake was washed with water (20 ml) then dried in vacuo over CaCl2 for three days. The product was isolated as an off-white solid (1.51 g, 81%). 1H NMR (300 MHz, DMSO-d6) δ 11.09 (s, 1 H), 7.74 (m, 1 H), 7.39 - 7.16 (m, 3 H), 6.86 (s, 1 H), 3.44 (s, 2 H); 13C NMR (75 MHz, DMSO-d6) δ 172.6, 134.8, 129.1, 125.5, 123.3, EPO <DP n="28"/>121.1, 113.3, 111.0, 109.0, 32.3; IR (thin film, CHCl3, cm"1) 3416, 2954, 2923, 2853, 1657; 1460 FAB MS m/z 253.1 (M+); Anal. Calcd. for C10H9BrN2O: C, 47.46; H, 3.58; O, 6.32; N, 11.07. Found: C, 48.37; H, 3.88; 0, 6.29; N, 10.45.
  • 7
  • [ 1094613-63-4 ]
  • [ 196081-79-5 ]
  • [ 1094613-69-0 ]
YieldReaction ConditionsOperation in experiment
To a solution of 2-(5-bromo-lH-indol-3-yl)-acetamide (500 mg, 1.98 mmol) and oxo-(l,2,5,6- tetrahydro-4H-pyrrolo[3,2,l-ij]quinolin-8-yl)-acetic acid methyl ester (404 mg, 1.65 mmol) in anhydrous tetrahydrofuran at 00C was added a solution of potassium tert-butoxide (4.95 ml, 4.95 mmol; IM solution in tetrahydrofuran) dropwise over 5 minutes. The reaction was stirred for a further 30 minutes then cooled to 00C and quenched with water (50 ml) and acidified to pH6 with aqueous 2M hydrochloric acid. The mixture was extracted with dichloromethane (3 x 50 ml) and the combined organic extracts were dried over anhydrous sodium sulfate and evaporated to dryness. The residue was dissolved in N ,N- dimethylformamide (4 ml) and treated with piperidine (99 μl, 1.00 mmol) and acetic acid (57 μl, 1.00 mmol). The mixture was heated to 1500C for 5 minutes under microwave conditions then partitioned between ethyl acetate (50 ml) and water (30 ml). The aqueous layer was removed and the organic layer was washed with water (2 x 30 ml). The organic layer was dried over anhydrous sodium sulfate and evaporated to dryness. The residue was purified by flash column chromatography (SiO2, 1% methanol to 10% methanol in dichloromethane) to provide 3-(5-bromo-lH-indol-3-yl)-4-(l,2,5,6-tetrahydro-4H- pyrrolo[3,2,l -ij]quinolin-8-yl)-pyrrole-2,5-dione as a red solid (340 mg).400 MHz 1H NMR (CDCl3) δ: 8.71 (s, IH), 7.96 (d, J= 2.4 Hz, IH), 7.48 (s, IH), 7.27 (m, 2H), 7.08 (s, IH), 6.94 (s, IH), 6.56 (s, IH), 3.36 (t, J= 8.0 Hz, 2H), 3.07 (m, 2H), 3.83 (t, J= 8.0 Hz, 2H), 2.47 (t, J= 6.8 Hz, 2H), 2.04 (m, 2H); LCMS: 448 and 450 [M+H].
  • 8
  • [ 10365-98-7 ]
  • [ 196081-79-5 ]
  • [ 1263047-65-9 ]
  • 9
  • [ 16419-60-6 ]
  • [ 196081-79-5 ]
  • [ 1263047-67-1 ]
  • 10
  • [ 17933-03-8 ]
  • [ 196081-79-5 ]
  • 2-(5-m-tolyl-1H-indol-3-yl)acetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure for preparation of 5-phenyl-lH-indoles (4). To a suspension of bromoindole (3) (2 mmol) in anhydrous toluene (40 ml) in an ice bath was added Pd(PPh3)4 (0.12 g, 5.7 mol%). The suspension was stirred for 0.5 h. To the resulting bright yellow suspension was added in one portion a solution of meta-substituted phenylboronic acid (3 mmol, 1,5 equiv) in absolute EtOH (10 ml) followed immediately by a saturated aqueous solution OfNaHCO3 (25 ml). After refluxing for 1-6 h, the biphasic mixture was cooled to room temperature and then poured into a solution of saturated aqueous NaCl. The organic phase was separated and the aqueous phase was extracted with EtOAc. Organic extracts were combined and dried (Na2SO4). The drying agent was removed by filtration and the filtrate was concentrated under reduced pressure to give the crude product 4.; Cysmethynil (2-(l-octyl-5-m-tolyl-lH-indol-3-yl) acetamide) MS-APCI: [M+l]+ 377.5 (377.3); δn (CD3OD, 300 MHz): 0.92 (t, 3 H, J 15 Hz, CH3), 1.29-1.35 (m, 10 H, CH2), 1.88 (t, 2 H, J 15 Hz, CH2), 2.42 (s, 3 H, CH3), 3.70 (s, 2 H, CH2), 4.20 (t, 2 H, J 15 Hz, CH2), 7.12 (d, 1 H, J 9 Hz, ArH), 7.21-7.32 (m, 2 H, ArH), 7.37-7.48 (m, 4 H, ArH), 7.80 (s, 1 H, ArH) δc (CD3OD, 75 MHz): 13,6, 20.8, 22.8, 27.2, 29.5, 29.6, 30.6, 32.1, 32.6, 46.3, 108.6, 110.0, 117.3, 121.5, 124.5, 127.1, 127.6, 128.2, 128.7, 131.1, 133.1, 136.6, 138.4, 143.0, 177.0
  • 11
  • [ 5720-05-8 ]
  • [ 196081-79-5 ]
  • 2-(5-<i>p</i>-tolyl-1<i>H</i>-indol-3-yl)-acetamide [ No CAS ]
  • 12
  • [ 90555-66-1 ]
  • [ 196081-79-5 ]
  • 2-[5-(3-ethoxy-phenyl)-1<i>H</i>-indol-3-yl]-acetamide [ No CAS ]
  • 13
  • [ 196081-79-5 ]
  • [ 98-80-6 ]
  • 2-(5-phenyl-1H-indol-3-yl)acetamide [ No CAS ]
  • 14
  • [ 877-03-2 ]
  • [ 196081-79-5 ]
  • 15
  • [ 196081-79-5 ]
  • 2-[5-(3-methylphenyl)-1-octyl-1H-indol-3-yl]acetamide [ No CAS ]
  • 16
  • [ 832114-00-8 ]
  • [ 196081-79-5 ]
  • [ 1613695-53-6 ]
Historical Records

Related Functional Groups of
[ 196081-79-5 ]

Bromides

Chemical Structure| 3610-42-2

[ 3610-42-2 ]

5-Bromotryptamine

Similarity: 0.85

Chemical Structure| 81868-12-4

[ 81868-12-4 ]

2-(5-Bromo-1H-indol-3-yl)ethanamine hydrochloride

Similarity: 0.83

Chemical Structure| 96624-18-9

[ 96624-18-9 ]

2-(6-Bromo-1H-indol-3-yl)ethanamine

Similarity: 0.83

Chemical Structure| 1370699-77-6

[ 1370699-77-6 ]

2-(4-Bromo-1H-indol-3-yl)acetaldehyde

Similarity: 0.82

Chemical Structure| 108061-77-4

[ 108061-77-4 ]

2-(6-Bromo-1H-indol-3-yl)ethanamine hydrochloride

Similarity: 0.82

Amines

Chemical Structure| 91350-17-3

[ 91350-17-3 ]

2-(5-Methyl-1H-indol-3-yl)acetamide

Similarity: 0.89

Chemical Structure| 879-37-8

[ 879-37-8 ]

Indole-3-acetamide

Similarity: 0.89

Chemical Structure| 3610-42-2

[ 3610-42-2 ]

5-Bromotryptamine

Similarity: 0.85

Chemical Structure| 81868-12-4

[ 81868-12-4 ]

2-(5-Bromo-1H-indol-3-yl)ethanamine hydrochloride

Similarity: 0.83

Chemical Structure| 96624-18-9

[ 96624-18-9 ]

2-(6-Bromo-1H-indol-3-yl)ethanamine

Similarity: 0.83

Amides

Chemical Structure| 91350-17-3

[ 91350-17-3 ]

2-(5-Methyl-1H-indol-3-yl)acetamide

Similarity: 0.89

Chemical Structure| 879-37-8

[ 879-37-8 ]

Indole-3-acetamide

Similarity: 0.89

Related Parent Nucleus of
[ 196081-79-5 ]

Indoles

Chemical Structure| 91350-17-3

[ 91350-17-3 ]

2-(5-Methyl-1H-indol-3-yl)acetamide

Similarity: 0.89

Chemical Structure| 879-37-8

[ 879-37-8 ]

Indole-3-acetamide

Similarity: 0.89

Chemical Structure| 3610-42-2

[ 3610-42-2 ]

5-Bromotryptamine

Similarity: 0.85

Chemical Structure| 81868-12-4

[ 81868-12-4 ]

2-(5-Bromo-1H-indol-3-yl)ethanamine hydrochloride

Similarity: 0.83

Chemical Structure| 96624-18-9

[ 96624-18-9 ]

2-(6-Bromo-1H-indol-3-yl)ethanamine

Similarity: 0.83