HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → (+/-)-cis-({3-[(5-Bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]cyclohexyl}oxy)acetic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (+/-)-cis-({3-[(6-Phenylfuro[2,3-d]pyrimidin-4-yl)amino]cyclohexyl}oxy)acetic acid tert-butyl ester | HCID 86653749 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | (+/-)-cis-({3-[(5-Bromo-6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]cyclohexyl}oxy)acetic acid tert-butyl ester | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324222B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-c18aedb9675c43c6a8fe3d2523142e78 |
| Source note | uspto-grants-2012_12 |