Identification | Back Directory | [Name]
1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER | [CAS]
885518-82-1 | [Synonyms]
Methyl 3-iodoindazole-6-c... Methyl 3-iodoindazole-6-carboxylate 3-iodo-6-methoxycarbonyl-1H-indazole 3-iodo-1-methyl-6-indazolecarboxylate Methyl 3-iodo-1H-indazole-6-carboxylate 3-Iodo-1H-indazole-6-carboxylic acid methyl ester 1H-INDAZOLE-6-CARBOXYLIC ACID,3-IODO-,METHYL ESTER | [Molecular Formula]
C9H7IN2O2 | [MDL Number]
MFCD11976300 | [MOL File]
885518-82-1.mol | [Molecular Weight]
302.066 |
Chemical Properties | Back Directory | [Boiling point ]
421.4±25.0 °C(Predicted) | [density ]
1.948±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
solid | [pka]
10.47±0.40(Predicted) | [color ]
Beige | [InChIKey]
VSXHXVGWOSYULI-UHFFFAOYSA-N |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of methyl 3-iodoindazole-6-carboxylate from methyl 1H-indazole-6-carboxylate: To a solution of methyl 1H-indazole-6-carboxylate (2.5 g, 14.2 mmol) in DMF (30 mL) was added in batches of KOH (1.8 g, 31.9 mmol), followed by the addition of iodine (5.4 g, 21.3 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 1 hour. After completion of the reaction, the mixture was poured into ice water and extracted twice with EtOAc. The organic phases were combined, washed sequentially with 5% Na2S2O4 aqueous solution and brine, dried and concentrated to dryness to afford methyl 3-iodoindazole-6-carboxylate (4.0 g, 93.3% yield) as a yellow solid, which could be used in the next reaction without further purification.LC/MS (ESI) m/z: 303 (M + H)+. | [References]
[1] Patent: WO2018/160891, 2018, A1. Location in patent: Page/Page column 537-540 [2] Patent: US2012/108619, 2012, A1. Location in patent: Page/Page column 32 [3] Patent: US2012/270893, 2012, A1. Location in patent: Page/Page column 22-23 [4] Patent: WO2014/26328, 2014, A1. Location in patent: Page/Page column 41 [5] Patent: WO2014/28597, 2014, A2. Location in patent: Page/Page column 57 |
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