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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509525Generated: November 4, 2026

Aniline → HCID 62155529, compound

https://huagongshe.com/reaction/509525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Amino-5-bromonicotinic acidHCID 737445—
Reactant1-(Methylsulfonyl)-1H-benzotriazoleHCID 792044—
SolventTetrahydrofuranHCID 8028—
ProductHCID 62155529HCID 6215552964%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 2-amino-5-bromo-pyridine-3-carboxylic acid (203 mg, 0.9354 mmol), aniline (87.11 mg, 85.23 μL, 0.9354 mmol), 1-methylsulfonylbenzotriazole (276.7 mg, 1.403 mmol) and DIPEA (241.8 mg, 325.9 μL, 1.871 mmol) in THF (2.0 mL) was heated in the microwave at 160° C. for 10 mins. The reaction mixture was concentrated and the residue partitioned between EtOAc and 2M NaOH. The organic phase was washed with brine, dried (MgSO4) and concentrated in vacuo to give the product as a yellow solid (174 mg, 64% Yield). 1H NMR (400.0 MHz, DMSO) δ 7.77 (br s, 2H), 8.18 (d, 1H) and 8.32 (d, 1H); ppm; MS (ES+) 293.94.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096584B2
Source datasetuspto-grants-2015_08
ORD IDord-234e1a0a0f9245a6821d61b0d24857c7
Source noteuspto-grants-2015_08