HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58301Generated: October 27, 2026
Diisopropylethylamine → HCID 178431859, compound
https://huagongshe.com/reaction/58301
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 7-(1-aminoethyl)-6-(2,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one | HCID 58111451 | — |
| Reactant | HCID 178419477 | HCID 178419477 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178431859 | HCID 178431859 | — |
Reaction Steps
A mixture of 7-(1-aminoethyl)-6-(2,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one (0.045 g, 0.14 mmol), 6-bromo-9H-purine (0.042 g, 0.21 mmol), and N,N-diisopropylethylamine (0.049 mL, 0.28 mmol) in ethanol (0.3 mL) was heated at 110° C. overnight. The mixture was filtered, and the filtrate was purified on preparative-LCMS (XBridge C18 Column, eluting with a gradient of acetonitrile/water containing 0.05% TFA), to give the desired product as a mixture of two diastereomers (TFA salts). LCMS calculated for C20H16F2N7OS (M+H)+: m/z=440.1. Found: 440.1. 1H NMR (DMSO-d6, 400 MHz) δ 8.64 (1H, br s), 8.38 (1H, s), 8.36 (1H, s), 7.34˜7.19 (3H, m), 7.08 (1H, m), 5.06 (1H, m), 2.60 (3H, s), 1.46 (1.5H, d, J=6.8 Hz), 1.33 (1.5H, d, J=6.8 Hz) ppm. 19F NMR (DMSO-d6, 376.3 MHz) δ −117.8, −119.4, −119.8, −119.9 ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09434746B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-740ade049fe749a6be112d3541d23c11 |
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| Source note | uspto-grants-2016_09 |
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