HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450373Generated: October 31, 2026
Diisopropylethylamine → HCID 178458670, compound
https://huagongshe.com/reaction/450373
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-2-Amino-2-(5-fluoropyridin-2-yl)ethanol hydrochloride | HCID 68482269 | — |
| Reactant | HCID 178458609 | HCID 178458609 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178458670 | HCID 178458670 | 64.2% |
Reaction Steps
A mixture of 6-chloro-N-(5-isopropoxy-1H-pyrazol-3-yl)-3-nitropyridin-2-amine (Intermediate 7, 0.5 g) and (2R)-2-amino-2-(5-fluoropyridin-2-yl)ethanol hydrochloride (Intermediate 23, 0.45 g) in n-BuOH (10 mL) with diisopropylethylamine (3 mL) was stirred at 70° C. for 4 hours. The resulting mixture was diluted with ethyl acetate (20 mL), and washed with brine (10 mL×3). The organic layer was dried and concentrated. The resulting residue was separated by silica gel column (Hexane/Ethyl acetate) to yield 0.45 g of desired product. MS (electrospray): 418 (M+1) for C18H20FN7O4. 1H NMR (300 MHz, CD3OD) δ ppm 8.50 (s, 1H) 8.20 (d, 1H) 7.60 (s, 1H) 7.45 (s, 1H) 6.30 (s, 1H) 5.70 (s, 1H) 5.45 (m, 1H), 4.60 (m, 1H) 3.90 (m, 2H) 1.30 (d, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486966B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-e9e18ac10239412992d01c4a7dd7a4d4 |
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| Source note | uspto-grants-2013_07 |
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