HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Amino-5-pyrimidinecarboxamide → HCID 135923522, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Amino-5-pyrimidinecarboxamide | HCID 818212 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | [2-(3-Fluoro-phenyl)-ethoxy]-acetic acid methyl ester | HCID 67099252 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 135923522 | HCID 135923522 | 1% |
Reaction Steps
A suspension of the commercially available 4-amino-5-pyrimidinecarboxamide [4786-51-0] (150 mg, 1.09 mmol) and of [2-(3-fluoro-phenyl)-ethoxy]-acetic acid methyl ester (254 mg, 1.19 mmol) in THF (7 ml) was treated with LiHMDS (1M solution in THF, 2.17 ml) and stirred overnight at ambient temperature. The resulting yellow suspension was filtered and the filtrate was evaporated to dryness and triturated with EtOAc/MeOH 9:1. The yellow solid was filtered off, the mother-liquid was evaporated and the remaining residue was purified by column chromatography (silica gel, EtOAc/MeOH, 9:1) to give the title compound as a white solid (3 mg, 1%), MS: m/e=301.1 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928106B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-774e415be8b145c5b0dc18578322c24b |
| Source note | uspto-grants-2011_04 |