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Chemical Structure| 7418-65-7 Chemical Structure| 7418-65-7
Chemical Structure| 7418-65-7

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Product Details of 4-Aminonicotinic acid

CAS No. :7418-65-7
Formula : C6H6N2O2
M.W : 138.12
SMILES Code : NC1=C(C=NC=C1)C(O)=O
MDL No. :MFCD00234183
InChI Key :IASBMUIXBJNMDW-UHFFFAOYSA-N
Pubchem ID :319979

Safety of 4-Aminonicotinic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-Aminonicotinic acid

* 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.

  • Upstream synthesis route of [ 7418-65-7 ]
  • Downstream synthetic route of [ 7418-65-7 ]

[ 7418-65-7 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 7418-65-7 ]
  • [ 138116-34-4 ]
References: [1] Synthetic Communications, 1996, vol. 26, # 12, p. 2257 - 2272.
  • 2
  • [ 24424-99-5 ]
  • [ 7418-65-7 ]
  • [ 171178-34-0 ]
YieldReaction ConditionsOperation in experiment
69% With dmap In tetrahydrofuran; water at 20℃; for 3 h; Intermediate 6AH: 4- fcr<-Butoxycarbonylamino)pyridine-3-carboxylic acidTo a stirred solution of 4-aminopyridine-3-carboxylic acid (1.0 g, 7.2 mmol), Boc anhydride in THF: water (1: 1, 20mL) was added DMAP and stirred for 3 h at room temperature. To this was added ethyl acetate (25 mL) and water (25 mL). Aqueous layer was separated, extracted with ethyl acetate (25 mL). Combined organic layer was washed with brine (25 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to furnish 1.2 g (69percent) of 4-(ieri-butoxycarbonylamino)pyridine-3-carboxylic acid.MS (ES) m/z 239.1 (M+l).
69% With dmap In tetrahydrofuran; water at 20℃; for 3 h; To a stirred solution of 4-aminopyridine-3-carboxylic acid (1.0 g, 7.2 mmol), Boc anhydride in THF:water (1:1, 20 mL) was added DMAP and stirred for 3 h at room temperature. To this was added ethyl acetate (25 mL) and water (25 mL). Aqueous layer was separated, extracted with ethyl acetate (25 mL). Combined organic layer was washed with brine (25 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to furnish 1.2 g (69percent) of 4-(tert-butoxycarbonylamino)pyridine-3-carboxylic acid. [0349] MS (ES) m/z 239.1 (M+1)
References: [1] Patent: WO2013/42139, 2013, A1, . Location in patent: Page/Page column 80.
[2] Patent: US2015/65464, 2015, A1, . Location in patent: Paragraph 0348-0349.
 

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