HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1581976Generated: October 26, 2026
Water → 4-[N-(2-Indanyl)-N-methylamino]-5-methylthieno[2,3-d]pyrimidine
https://huagongshe.com/reaction/1581976
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(2-Indanylamino)-5-methylthieno[2,3-d]pyrimidine | HCID 9925735 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[N-(2-Indanyl)-N-methylamino]-5-methylthieno[2,3-d]pyrimidine | HCID 22719609 | 70% |
Reaction Steps
A compound of the above Example 1, 4-(2-indanylamino)-5-methylthieno[2,3-d]pyrimidine (29 mg, 0.10 mmol), was dissolved in dry dimethylformamide (0.5 ml), to which sodium hydride (4.4 mg, 0.11 mmol) was added. After the mixture was stirred at room temperature for 10 minutes, methyl iodide (7.0 μl, 0.11 mmol) was added to the reaction mixture, which was further stirred at room temperature for 30 minutes. Water was added to the reaction mixture, which was extracted with chloroform, and the organic layer was dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under reduced pressure was purified by silica gel chromatography (hexane:ethyl acetate=2:1) to obtain the title compound (20 mg, 0.070 mmol) having the following physical properties:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06734180B1 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-6cf30e5932de4d329ccdb03ff77543b6 |
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| Source note | uspto-grants-2004_05 |
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