HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382106Generated: November 2, 2026
Diisopropylethylamine → HCID 59199979, compound
https://huagongshe.com/reaction/2382106
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 68552172 | HCID 68552172 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59199979 | HCID 59199979 | 17.4% |
Reaction Steps
A mixture of 3-methyl-pyrrolo[3,2-c]pyridin-1-yl amine (223 mg, 1.52 mmol), 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (329 mg, 1.52 mmol), HATU (693 mg, 1.82 mmol) and DIPEA (593 mg, 4.59 mmol) in DMF (8 mL) is stirred at 150° C. for 1 h. The reaction is quenched with water and NaHCO3 (168 mg, 2 mmol). The mixture is concentrated in vacuo. The residue is purified by silica gel chromatography eluting with 10% meOH in DCM to afford 4-methyl-2-pyridin-2-yl-pyrimidine-5-carboxylic acid (3-methyl-pyrrolo[3,2-c]pyridin-1-yl)-amide (91 mg, 17%). MS: 345 (M+H); 1H NMR (300 MHz, DMSO-d6): δ=9.34 (s, 2H), 8.79 (d, 1H), 8.53 (d, 1H), 8.45 (d, 1H), 8.13 (d, 1H), 8.02 (t, 1H), 7.86 (s, 1H), 7.59 (t, 1H), 2.77 (s, 3H), 2.43 (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-b20b7f893ad64bb18f8dad39ae733102 |
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| Source note | uspto-grants-2012_09 |
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