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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415261Generated: October 28, 2026

Benzyl 3-(7-carbamoylbenzo[d]oxazol-2-yl)azetidine-1-carboxylate → 2-(Azetidin-3-yl)benzo[d]oxazole-7-carboxamide

https://huagongshe.com/reaction/415261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 3-(7-carbamoylbenzo[d]oxazol-2-yl)azetidine-1-carboxylateHCID 66621201—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product2-(Azetidin-3-yl)benzo[d]oxazole-7-carboxamideHCID 666214386.1%

Reaction Steps

A mixture of benzyl 3-(7-carbamoylbenzo[d]oxazol-2-yl)azetidine-1-carboxylate (160 mg, 0.45 mmol), 10% Pd/C (20 mg) of methanol (30 ml) was stirred at room temperature for 2 h. Then the mixture was filtered and evaporated under reduced pressure. The residue was purified by pre-HPLC. 6 mg of 2-(azetidin-3-yl)benzo[d]oxazole-7-carboxamide was obtained. LC-MS (ESI) m/z: 218 (M+1)+. 1H-NMR (400 MHz, CDCl3): δ 1.84 (brs, 1H), 3.39 (t, 3H), 4.11 (t, 3H), 4.21 (m, 1H), 6.12 (brs, 1H), 6.96 (brs, 1H), 7.39 (t, J=8 Hz, 1H), 7.81 (d, J=8 Hz, 1H), 8.01 (d, J=8 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088760B2
Source datasetuspto-grants-2012_01
ORD IDord-d8357b5fdf7b4ad8b6b9b27f37490d51
Source noteuspto-grants-2012_01