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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909970Generated: November 1, 2026

2-Methoxyphenylacetic acid → HCID 53468038, compound

https://huagongshe.com/reaction/1909970

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methoxyphenylacetic acidHCID 7134—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3(2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 2HClHCID 66823550—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 53468038HCID 5346803891.4%

Reaction Steps

In a 20 mL vial with cap, to the solution of 3-(2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 2HCl (70 mg, 0.206 mmol), [2-(methyloxy)phenyl]acetic acid (34.3 mg, 0.206 mmol), HATU (78 mg, 0.206 mmol) in DMF (2 mL) was added Hunig's base (0.144 mL, 0.825 mmol). The mixture was stirred at room temperature for overnight. LCMS showed reaction was completed. The reaction was poured into water, off-white solid formed. The solid was filtered to give the title compound (78 mg) as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 3.28 (m, 2H), 3.78 (s, 3H), 3.80 (s, 2H), 3.94 (s, 3H), 4.22-4.30 (m, 2H), 6.93 (t, J=7.45 Hz, 1H), 7.01 (d, J=7.83 Hz, 1H), 7.20 (dd, J=7.58, 1.52 Hz, 1H), 7.25-7.32 (m, 1H), 7.43 (d, J=8.34 Hz, 1H), 7.51 (s, 1H), 8.16 (d, J=8.34 Hz, 1H), 8.25 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598156B2
Source datasetuspto-grants-2013_12
ORD IDord-fd6876dd28b24f07958db78e183ba72d
Source noteuspto-grants-2013_12