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[ CAS No. 216144-91-1 ] {[proInfo.proName]}

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Chemical Structure| 216144-91-1
Chemical Structure| 216144-91-1
Structure of 216144-91-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 216144-91-1 ]

CAS No. :216144-91-1 MDL No. :MFCD01075738
Formula : C9H9BO4 Boiling Point : -
Linear Structure Formula :- InChI Key :QCHIEOGZUMAQKI-SNAWJCMRSA-N
M.W :191.98 Pubchem ID :5844876
Synonyms :

Safety of [ 216144-91-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 216144-91-1 ]

* 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 [ 216144-91-1 ]

[ 216144-91-1 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 256443-97-7 ]
  • [ 216144-91-1 ]
  • [ 717107-46-5 ]
YieldReaction ConditionsOperation in experiment
20% With potassium carbonate In 1,2-dimethoxyethane; ethanol; water at 80℃; for 5h; 35 Example 35 Synthesis of 33-[3-[4-(3,5-dichloro-pyridin-4-yl-methyl)-7-difluoromethoxy-phthalazin-1-yl]-phenyl]acrylic acid (compound 20) Example 35 Synthesis of 33-[3-[4-(3,5-dichloro-pyridin-4-yl-methyl)-7-difluoromethoxy-phthalazin-1-yl]-phenyl]acrylic acid (compound 20) To a mixture of 4-CHLORO-L- (3, 5-dichloro-pyridin-4-yl-methyl) -6-difluoromethoxy- phthalazine (130 mg, 0.33 MM, 1 eq.), prepared according to what described in the international patent application WO 00/05218 example 99, page 57, 3- (2-carboxy-vinyl)- phenylboronic acid (64 mg, 0.33 mM, 1 eq. ) and palladium TETRAKIS- (TRIPHENYLPHOSPHINE) (20 mg, 0.016 mM, 0.05 EQ.), a mixture of DME (6 ml), ethanol (1 ML) and a 2 N aqueous solution of potassium carbonate (0.5 ML) previously flushed with nitrogen was added at room temperature under an inert nitrogen atmosphere. The reaction mixture was stirred at 80°C for 5 hours. It was then poured in water and extracted with EtOAc. The aqueous phase was quenched with a 5% aqueous solution of citric acid and extracted with ETOAC. It was dried over sodium sulphate and the solvent was evaporated. It was purified by chromatography eluting with dichloromethane, methanol and 50% formic acid (100/3/0.3) to give compound 20 (35 mg, 20% yield). [M+H1+ 503. NMR DMSOD6 : 8.74 (d, 1 H, JH H=9. 0 Hz) ; 8.69 (s, 2H, Py) ; 7.49 (t, 1 H, JHF=72 HZ, CHF2) ; 8.02-7. 37 (M, 7H, Ar and *CH-COOH); 6.63 (d, 1H, JHH=16. 5 Hz, COOH- CH=*CH); 5.07 (s, 2H, CH2).
  • 2
  • [ 216144-91-1 ]
  • [ 693803-17-7 ]
YieldReaction ConditionsOperation in experiment
90% With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 5h;
69% With hydrogen In methanol at 20℃; for 3h; 21 Example 21 Synthesis of3-{3-[4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-phthalazin-1-yl]-phenyl}-propionic acid (compound 12) Example 21 Synthesis of3-{3-[4-(3,5-dichloro-pyridin-4-ylmethyl)-7-methoxy-phthalazin-1-yl]-phenyl}-propionic acid (compound 12) A suspension of 3- (2-carboxy-vinyl)-phenylboronic acid (520 mg, 2.7 mmol) and 10% Pd on charcoal (30 mg) in methanol was stirred under hydrogen atmosphere (20 psi) at room temperature for 3 hours. The catalyst was filtered off through celite and the solvent was evaporated in vacuo to give the 3- (2-Carboxy-ethyl)-phenylboronic acid (360 mg, 1.85 mmol, 69% yield). Compound 12 was synthesized by Suzuki coupling of intermediate 1 (300 mg, 0.84 mmol, 1 eq. ) and previously prepared boronic acid (178 mg, 0.92 mmol, 1.1 eq. ) according to what described in example 17. After evaporation of the solvent the solid was washed with a solution of methanol (14 ml) and chloroform (2 ML) to afford compound 12 (306 mg, 0.65 mmol, 78% yield). [M+H] + 468 NMR DMSO D6 : 12.10 (s-broad, 1H, OH); 8.71 (s, 2H, Py); 8.55 (d, 1H, JHH=8.9 Hz, *CH=CH-C-OMe); 7.76 (dd, 1H, JHH=2.9 Hz, CH=*CH-C-OMe); 7.60-7. 42 (m, 4H, Ar); 7.31 (d, 1H, JHH=2.5 Hz, MEO-C=*CH-C) ; 5.03 (s, 2H, *CH2-Py); 3.89 (s, 3H, OMe); 2.94 (t, 2H, JHH=7.3, Ar-*CH2-CH2); 2.62 (t, 2H, Ar-CH2-*CH2).
  • 3
  • [ 216144-91-1 ]
  • [ 725228-49-9 ]
  • C26H32BNO6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; 7.A.8 Step-8 Step-8 [0400] Coupling reaction of aryl boronic acids were carried out as per general procedure described in Step-4 above. The details of compounds synthesized are as below in Table 15. tert-butyl 3-(piperidin-4-yl) benzylcarbamate. (1.0 eq.), EDCI (1.5 eq.), HOBT (1.1 eq.), DMAP (1.1 eq.), DCM (100 vol), DMF (2 vol) RT, 2 h, 88%. Crude product was used for next step
  • 4
  • [ 216144-91-1 ]
  • [ 725228-49-9 ]
  • (E)-3-(3-(4-(3-(aminomethyl)phenyl)piperidin-1-yl)-3-oxoprop-1-enyl)phenylboronic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; benzotriazol-1-ol / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C 2.1: trifluoroacetic acid / dichloromethane / 14 h / 20 °C 2.2: 0.5 h / Inert atmosphere
  • 5
  • [ 216144-91-1 ]
  • 2-iodo-N-(2-((2-nitrophenyl)sulfonamido)ethyl)benzamide [ No CAS ]
  • C24H21N3O7S [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With potassium phosphate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)] In ethanol; water at 50℃; for 1h;
  • 6
  • [ 216144-91-1 ]
  • (nosyl)ethyl-4-((3-azidopropyl)carbamoyl)-2-iodobenzoic amide [ No CAS ]
  • C28H27N7O8S [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% With potassium phosphate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)] In ethanol; water at 50℃; for 1h;
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