HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909959Generated: November 1, 2026
Benzeneacetic acid, 2-fluoro- → 5-{1-[(2-fluorophenyl)acetyl]-2,3-dihydro-1H-indol-5-yl}-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
https://huagongshe.com/reaction/1909959
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzeneacetic acid, 2-fluoro- | HCID 67979 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | 5-(2,3-dihydro-1H-indol-5-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine dihydrochloride | HCID 66823470 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-{1-[(2-fluorophenyl)acetyl]-2,3-dihydro-1H-indol-5-yl}-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | HCID 53467824 | 87% |
Reaction Steps
In a 20 mL vial with cap, to the solution of 5-(2,3-dihydro-1H-indol-5-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine-2HCl (70.6 mg, 0.209 mmol), (2-fluorophenyl)acetic acid (32.2 mg, 0.209 mmol), HATU (79 mg, 0.209 mmol) in DMF (2 mL) was added Hunig's base (0.146 mL, 0.836 mmol). The mixture was stirred at room temperature for overnight. LCMS showed reaction was completed. The reaction was poured into water, white solid formed. The solid was filtered and dried to afford 5-{1-[(2-fluorophenyl)acetyl]-2,3-dihydro-1H-indol-5-yl}-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (73 mg). 1H NMR (400 MHz, DMSO-d6) δ ppm 3.26 (t, J=8.72 Hz, 2H), 3.73 (s, 3H), 3.93 (s, 2H), 4.28 (t, J=8.46 Hz, 2H), 7.19 (d, J=7.58 Hz, 3H), 7.26 (s, 1H), 7.30-7.38 (m, 3H), 8.09 (d, J=8.34 Hz, 1H), 8.14 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08598156B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-9f1841a3fb7e40ca8544147796754a58 |
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| Source note | uspto-grants-2013_12 |
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