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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1262104Generated: November 3, 2026

4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-amine → N-tert-butyl-3-[2-(4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamide

https://huagongshe.com/reaction/1262104

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-amineHCID 22598422—
ReactantN-tert-Butyl-3-(2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamideHCID 66711063—
ProductN-tert-butyl-3-[2-(4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamideHCID 6671099633%

Reaction Steps

The titled compound was prepared in analogous fashion as Example 113 using N-tert-butyl-3-(2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzene sulfonamide and 4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylamine to give N-tert-butyl-3-[2-(4-methyl-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamide as a light tan foam (45.5 mg, 33% yield). LCMS (E/I+) 493 (M+H). 1H NMR (CDCl3; 400 MHz) δ 8.71 (s, 1H), 8.59 (s, 1H), 8.43 (d, 1H, J=8.0 Hz), 7.83 (d, 1H, J=8 Hz), 7.54 (t, 1H, J=8 Hz), 7.04 (d, 1H, J=4.8 Hz), 6.88 (m, 2H), 6.82 (m, 2H), 6.66 (s, 1H), 4.64 (s, 1H), 4.3 (t, 2H, J=4.4 Hz), 3.29 (t, 2H, J=4.4 Hz), 2.76 (s, 3H), 1.21 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08471005B2
Source datasetuspto-grants-2013_06
ORD IDord-1c56b7ecdb4d479d9f781b33f78b1205
Source noteuspto-grants-2013_06