HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359567Generated: October 30, 2026
Tetrabutylammonium Fluoride → 2-chloro-7-cyclopentyl-6-diethoxymethyl-7H-pyrrolo[2,3-d]pyrimidine
https://huagongshe.com/reaction/2359567
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | [2-Chloro-5-(3,3-diethoxy-prop-1-ynyl)-pyrimidin-4-yl]cyclopentylamine | HCID 58315397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-chloro-7-cyclopentyl-6-diethoxymethyl-7H-pyrrolo[2,3-d]pyrimidine | HCID 58315449 | 82.2% |
Reaction Steps
A mixture of [2-chloro-5-(3,3-diethoxy-prop-1-ynyl)-pyrimidin-4-yl]-cyclopentyl amine (5.21 g, 16 mmol) in THF is added 1M tetra-n-butylammonium floride in THF (TBAF) (97 mL, 97 mmol) and heated to 65° C. for 2 hour. Solvent is removed and column is run using heptane/ethyl acetate from 5% to 15% to give 2-chloro-7-cyclopentyl-6-diethoxymethyl-7H-pyrrolo[2,3-d]pyrimidine (4.26 g, 82%). MS (ESI) m/z 324.5 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08685980B2 |
|---|
| Source dataset | uspto-grants-2014_04 |
|---|
| ORD ID | ord-bdd18fa9ff6a4cf88b70d24dd632dda4 |
|---|
| Source note | uspto-grants-2014_04 |
|---|
