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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189038Generated: November 1, 2026

N-bromobutanimide → (+/-)-cis-({3-[(5-Bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]cyclohexyl}oxy)acetic acid tert-butyl ester

https://huagongshe.com/reaction/2189038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant(+/-)-cis-({3-[(6-Phenylfuro[2,3-d]pyrimidin-4-yl)amino]cyclohexyl}oxy)acetic acid tert-butyl esterHCID 86653749—
SolventCarbon TetrachlorideHCID 5943—
Product(+/-)-cis-({3-[(5-Bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]cyclohexyl}oxy)acetic acid tert-butyl esterHCID 86653750—

Reaction Steps

Suspend 132 mg (0.312 mmol) of (+/−)-cis-({3-[(6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]cyclo-hexyl}oxy)acetic acid tert-butyl ester in 0.3 ml of tetrachloromethane, add 61 mg (0.343 mmol) of NBS and heat to reflux. On completion of conversion (approx. 1 h), cool the reaction mixture and isolate the product directly by preparative RP-HPLC. 104 mg (66.4% of theory) of the target compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324222B2
Source datasetuspto-grants-2012_12
ORD IDord-c18aedb9675c43c6a8fe3d2523142e78
Source noteuspto-grants-2012_12