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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1849918Generated: November 1, 2026

Tert-butyl 5-chloro-4-((1-cyanocyclohexyl)methoxy)-2-fluorobenzoate → Methyl 5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoate

https://huagongshe.com/reaction/1849918

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 5-chloro-4-((1-cyanocyclohexyl)methoxy)-2-fluorobenzoateHCID 86703716—
ReactantMethyl 5-chloro-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoateHCID 86703797—
ProductMethyl 5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoateHCID 86703798—

Reaction Steps

Following the procedure as described in Example 374 Step 3 and making non-critical variations to replace tert-butyl 5-chloro-4-((1-cyanocyclohexyl)methoxy)-2-fluorobenzoate with methyl 5-chloro-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoate, the title compound was obtained as a colorless syrup (0.389 g, 72% yield): 1H NMR (300 MHz, CDCl3) δ 7.42 (d, J=8.5 Hz, 1H), 6.56 (d, J=13.0 Hz, 1H), 4.46-4.39 (m, 1H), 3.86 (s, 3H), 2.10-2.01 (m, 1H), 1.99-1.90 (m, 2H), 1.86-1.76 (m, 2H), 1.54-1.24 (m, 4H), 0.96-0.84 (m, 3H), 0.66-0.60 (m, 2H), 0.32-0.26 (m, 4H); MS (ES+) m/z 287.05 (M−31).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952169B2
Source datasetuspto-grants-2015_02
ORD IDord-405840b70dfe4365a6154056509ecd3b
Source noteuspto-grants-2015_02