HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 421319Generated: November 2, 2026
Dimethylformamide → HCID 86663389, compound
https://huagongshe.com/reaction/421319
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 86663388 | HCID 86663388 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86663389 | HCID 86663389 | 56.1% |
Reaction Steps
N-Chlorosuccinimide (0.92 g, 6.89 mmol) was added to an N,N-dimethylformamide solution (60 ml) of tert-butyl {5-[9-(cyclopropylmethyl)-6-morpholin-4-yl-9H-purin-2-yl]pyrimidin-2-yl}methylcarbamate (2.14 g, 4.59 mmol) at room temperature. The resulting mixture was stirred for 4.5 hours followed by the addition of N-chlorosuccinimide (0.12 g, 0.92 mmol) and the resulting mixture was further stirred for 2.5 hours. The reaction mixture was poured into ethyl acetate, washed with water, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=17:3 to 3:1) to give the title compound (1.29 g, 56%, two steps combined) as a colorless amorphous substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08097622B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-0a158b74ed5f49c69c081900143ed8c6 |
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| Source note | uspto-grants-2012_01 |
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