HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382101Generated: November 3, 2026
Diisopropylethylamine → HCID 59200039, compound
https://huagongshe.com/reaction/2382101
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 4-Methyl-2-(pyridin-2-yl)pyrimidine-5-carboxylic acid | HCID 61702025 | — |
| Reactant | HCID 68553177 | HCID 68553177 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59200039 | HCID 59200039 | 44.2% |
Reaction Steps
A mixture of 3-methyl-pyrrolo[2,3-c]pyridin-1-yl amine (467 mg, 3.18 mmol), 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (683 g, 3.18 mmol), HATU (1.45 g, 3.81 mmol), DIPEA (1.23 g 9.54 mmol) in DMF (10 mL) is stirred at 1500 C. for 1 h. The reaction is quenched with water, and NaHCO3 (320 mg, 3.81 mmol) and EtOAC are added. The resulting solid is collected by filtration and then triturated with hot water. The mixture is filtered again and the solid is dried under vacuum to afford 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (3-methyl-pyrrolo[2,3-c]pyridin-1-yl)-amide (484 mg). MS: 345 (M+H); 1H NMR (300 MHz, CD3OD): δ 9.24 (s, 1H), 8.79 (d, 2H), 8.65 (d, 1H), 8.21 (d, 1H), 8.05 (t, 1H), 7.72 (d, 1H), 7.60 (s, 1H), 7.57 (s, 1H), 2.88 (s, 3H), 2.40 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08258130B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-2c8c689d71324db9a0c1eb08a3828fd2 |
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| Source note | uspto-grants-2012_09 |
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