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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1292900Generated: October 30, 2026

2-Chloro-4-methoxybenzeneboronic acid → HCID 10388553, compound

https://huagongshe.com/reaction/1292900

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-4-methoxybenzeneboronic acidHCID 2773330—
ReactantTert-butyl (6aS,10aR)-2-bromo-4,5,7,8,10,10a-hexahydropyrido[4,3-b]pyrrolo[3,2,1-hi]indole-9(6aH)carboxylateHCID 20577007—
ProductHCID 10388553HCID 10388553—

Reaction Steps

The title compound was prepared by the method of Example 89 step C from tert-butyl (6aS,10aR)-2-bromo-4,5,7,8,10,10a-hexahydropyrido[4,3-b]pyrrolo[3,2,1-hi]indole-9(6aH) carboxylate (189 mg, 0.5 mmol) and 2-chloro-4-methoxyphenylboronic acid (187 mg, 1.0 mmol) to afford after chromatographic purification the title compound (133 mg, 60%). 1H NMR (CDCl3, 300 MHz) δ 7.23 (d, 1H, J=8.8 Hz), 7.01 (s, 2H), 6.97 (s, 1H), 6.84 (dd, 1H, J=8.5, 2.6 Hz), 3.84-4.24 (m, 2H), 3.84 (s, 3H), 3.68-3.74 (m, 1H), 3.24-3.54 (m, 4H), 2.86-3.26 (m, 3H), 1.84-1.8 (m, 2H), 1.49 (s, 9H) ppm. MS-ApCI: 441 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07238690B2
Source datasetuspto-grants-2007_07
ORD IDord-b9933d2a0e854992b8eb462178551a90
Source noteuspto-grants-2007_07