Home Cart 0 Sign in  
X

[ CAS No. 180530-15-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 180530-15-8
Chemical Structure| 180530-15-8
Chemical Structure| 180530-15-8
Structure of 180530-15-8 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 180530-15-8 ]

Related Doc. of [ 180530-15-8 ]

Alternatived Products of [ 180530-15-8 ]
Product Citations

Product Details of [ 180530-15-8 ]

CAS No. :180530-15-8 MDL No. :MFCD12546524
Formula : C6H6BrN3O Boiling Point : -
Linear Structure Formula :- InChI Key :LKFUSWVVQGECDI-UHFFFAOYSA-N
M.W : 216.04 Pubchem ID :22593724
Synonyms :

Safety of [ 180530-15-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 180530-15-8 ]

* 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 [ 180530-15-8 ]

[ 180530-15-8 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 180530-15-8 ]
  • [ 74-88-4 ]
  • [ 180530-16-9 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In tetrahydrofuran 35.a 35(a) 35(a) 5-bromo-2-methylacetamidopyrimidine, A mixture of 2-acetamido-5-bromopyrimidine (0.22 g, 1 mmol,) potassium carbonate (0.21 g, 1.5 mmol) and iodomethane (0.10 mL, 1.6 mmol) in tetrahydrofuran was stirred at room temperature for three days. The mixture was filtered, was evaporated and was purified by flash chromatography, eluted with 2:8 ethyl acetate:hexanes, to provide the desired product a a white solid (0.03 g, 13%) 1 H-NMR (CDCl3, 400 Mhz) δ 8.58 (s, 2H), 3.39 (s, 3H), 2.39 (s, 3H) ppm.
  • 2
  • [ 180530-15-8 ]
  • [ 180530-16-9 ]
  • [ 154284-75-0 ]
  • [ 180529-64-0 ]
YieldReaction ConditionsOperation in experiment
In water; ethyl acetate; triethylamine 35.b 35(a) 37b) cis-[4-(2-methylacetamidopyrimidin-5-yl-ethynyl)-4-(3-cyclopentyloxy-4-methoxyphenyl)-cyclohexan-1-ol], To a suspension of trans-›4-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethynyl -cyclohexan-1-ol) (0.20 g, 0.64 mmol) and a mixture (~6:4) of 2-acetamido-5-bromopyrimidine and 5-bromo-2-methylacetamidopyrimidine (0.14 g, ~0.32 mmol of each component) in triethylamine (5 mL) under an argon atmosphere was added tetrakis(triphenylphosphine)palladium(0) (0.03 g, 4%) and copper(I) iodide (0.008 g, 6%) and the mixture was heated at 80°-85° C. for 0.5 h. The reaction was cooled, water was added and the mixture was extracted three times with dichloromethane, was dried (magnesium sulfate) and was evaporated. The residue was purified by chromatography on silica gel with 1:1 and 1:3 ethyl acetate:hexanes, to provide the desired compound as a colorless oil (which contains a trace amount of 2-acetamido-5-bromopyrimidine). 1 H-NMR (CDCl3, 400 Mhz) δ 8.65 (s, 2H), 7.12 (d, J=2.0 Hz, 1H), 7.07 (dd, J=8.3, 2.0 Hz, 1H), 6.85, d, J=8.3Hz, 1H), 4.80 (m, 1H), 3.85 (s, 3H), 3.83 (m, 1H), 3.49 (s, 3H), 2.48 (s, 3H), 1.8-2.2 (m, 14H, 1.65 (m, 2H) ppm.
  • 3
  • [ 180530-15-8 ]
  • [ 188007-90-1 ]
  • (+/-)-methyl 3-(2-acetamidopyrimidin-5-ylethynyl)-3-(3-cyclopentyloxy-4-methoxyphenyl) propionate [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; triethylamine 14 Preparation of (+/-)-methyl 3-(2-acetamidopyrimidin-5-ylethynyl)-3-(3-cyclopentyloxy-4-methoxyphenyl) propionate Example 14 Preparation of (+/-)-methyl 3-(2-acetamidopyrimidin-5-ylethynyl)-3-(3-cyclopentyloxy-4-methoxyphenyl) propionate To a suspension of the compound from Example 7 (0.50 g, 1.65 mmol) and 2-acetamido-5-bromopyrimidine (0.38 g, 1.65 mmol) in triethylamine (5 mL) under an argon atmosphere were added tetrakis(triphenylphosphine)palladium(0) (0.080 g, 4%) and copper(I) iodide (0.020 g, 6%), and the mixture was heated at 85-90° C. for 0.75 h. Water was added and the mixture was extracted three times with dichloromethane, was dried (magnesium sulfate) and was evaporated. Purification by flash chromatography (silica gel, 45%EtOAc/hexane) provided the titled compound as a yellowish solid (0.60 g, 83%). Trituration from dichloromethane-hexanes provided a white solid. mp 113-114° C.
  • 4
  • [ 108-48-5 ]
  • [ 7752-82-1 ]
  • [ 75-36-5 ]
  • [ 180530-15-8 ]
YieldReaction ConditionsOperation in experiment
70% In dichloromethane; ethyl acetate 46 Preparation of 5-bromo-2-acetylaminopyrimidine Preparation 46 Preparation of 5-bromo-2-acetylaminopyrimidine To a solution of 5-bromo-2-aminopyrimidine (2.0 g, 11.5 mmole) in CH2Cl2 (75 mL) at RT was added 2,6-lutidine (2.7 mL, 23.0 mmole) followed by acetyl chloride (0.99 g, 12.6 mmole). After stirring for 8 hours, the reaction solution was concentrated under vacuum. The remaining residue was dissolved EtOAc (200 mL), washed with H2O (100 mL) and brine, and dried over Na2SO4. Flash chromatography on silica gel (95:5 CHCl3/MeOH) and drying under high vacuum gave the title compound (1.74 g, 70%) as a yellow solid: MS (ES) m/e 217 (M + H)+.
  • 5
  • [ 180530-15-8 ]
  • [ 3514-15-6 ]
  • [ 335029-38-4 ]
YieldReaction ConditionsOperation in experiment
43% 64 Preparation of (E)-3-[2-(acetylamino)pyrimidin-5-yl]-N-methyl-N-(1-methyl-1 H -indol-2-ylmethyl)acrylamide Example 64 Preparation of (E)-3-[2-(acetylamino)pyrimidin-5-yl]-N-methyl-N-(1-methyl-1 H -indol-2-ylmethyl)acrylamide According to the procedure of Example 31, except substituting 1-methyl-2-(methylaminomethyl)indole (1.45 g, 8.33 mmole) for 3-methyl-2-(methylaminomethyl)indene hydrochloride, and substituting 2-acetylamino-5-bromopyrimidine (1.20 g, 5.55 mmole) for 6-bromo-3,4-dihydro-1H-1,8-naphthyridin-2-one, the title compound (2.38 g, 43%) was prepared as a yellow solid: MS (ES) m/e 364 (M + H)+.
  • 6
  • [ 180530-15-8 ]
  • [ 1083326-28-6 ]
  • [ 1351597-85-7 ]
YieldReaction ConditionsOperation in experiment
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In 1,4-dioxane; water at 100℃;
  • 7
  • [ 180530-15-8 ]
  • tert-butyl 2-(3-acetyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazol-1-yl)acetate [ No CAS ]
  • tert-butyl 2-(5-(2-acetamidopyrimidin-5-yl)-3-acetyl-1H-indazol-1-yl)acetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 5h; 6.1 Step 1: tert-bBtyl 2-(5-(2-acetamidopyrimidin-5-yl)-3-acetyl-1H-indazol-1-yl)acetate (S3) To a solution of N-(5-bromopyrimidin-2-yl)acetamide (S2, 1 equiv) in DMF/H2O (9:1, 10 vol) was added compound S1 (1 equiv), K2CO3(2 equiv), and tetrakis(triphenylphosphine)palladium (0.1 equiv). The reaction mixture was stirred at 90° C. for 5 h and then concentrated under reduced pressure. The remaining residue was purified by column chromatography on silica gel to give compound S3.
Recommend Products
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 180530-15-8 ]

Bromides

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 4214-67-9

[ 4214-67-9 ]

5-Bromo-N-ethylpyrimidin-2-amine

Similarity: 0.82

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 4214-67-9

[ 4214-67-9 ]

5-Bromo-N-ethylpyrimidin-2-amine

Similarity: 0.82

Amides

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 13053-88-8

[ 13053-88-8 ]

N-(Pyrimidin-2-yl)acetamide

Similarity: 0.84

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 13053-88-8

[ 13053-88-8 ]

N-(Pyrimidin-2-yl)acetamide

Similarity: 0.84

Amines

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 13053-88-8

[ 13053-88-8 ]

N-(Pyrimidin-2-yl)acetamide

Similarity: 0.84

Chemical Structure| 4214-67-9

[ 4214-67-9 ]

5-Bromo-N-ethylpyrimidin-2-amine

Similarity: 0.82

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 13053-88-8

[ 13053-88-8 ]

N-(Pyrimidin-2-yl)acetamide

Similarity: 0.84

Related Parent Nucleus of
[ 180530-15-8 ]

Pyrimidines

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 13053-88-8

[ 13053-88-8 ]

N-(Pyrimidin-2-yl)acetamide

Similarity: 0.84

Chemical Structure| 4214-67-9

[ 4214-67-9 ]

5-Bromo-N-ethylpyrimidin-2-amine

Similarity: 0.82

Chemical Structure| 180530-01-2

[ 180530-01-2 ]

N-(5-Bromopyrimidin-2-yl)-N-methylacetamide

Similarity: 0.92

Chemical Structure| 13053-88-8

[ 13053-88-8 ]

N-(Pyrimidin-2-yl)acetamide

Similarity: 0.84