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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277509Generated: October 23, 2026

N-Methyl-1-(3-methylphenyl)methanamine → US10273222, Example 66

https://huagongshe.com/en/reaction/2277509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Methyl-1-(3-methylphenyl)methanamineHCID 13794465—
Reactantmethyl 2-(1-{2-[(methylsulfonyl)oxy]ethyl}-1H-imidazol-4-yl)pyridine-4-carboxylateHCID 90407071—
ProductUS10273222, Example 66HCID 9040709857%

Reaction Steps

The title compound was prepared in 57% yield from methyl 2-(1-{2-[(methylsulfonyl)oxy]ethyl}-1H-imidazol-4-yl)pyridine-4-carboxylate (PREPARATION 6) and 3-methyl-N-methylbenzylamine according to the procedure for the preparation of Example 58. 1HNMR (400 MHz, DMSO): δ 2.20 (3H, s), 2.29 (3H, s), 2.68 (2H, t, J=6 Hz), 3.85 (2H, s), 4.02 (1H, t, J=5.9 Hz), 4.15 (1H, t, J=6.0 Hz), 6.96 (1H, m), 7.11 (2H, t, J=9.0 Hz), 7.18-7.27 (2H, m), 7.51 (1H, d, J=3.6 Hz), 7.74 (1H, s), 8.28 (1H, s), 8.47 (1H, d, J=4.8 Hz). [M+H] Calc'd for C20H22N4O2, 351. Found, 351.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133166B2
Source datasetuspto-grants-2015_09
ORD IDord-e4e34563d66f4c20a52cb9bc17490dc9
Source noteuspto-grants-2015_09