HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Amino-6-[(S)-1-(7-bromo-6-fluoro-1-methyl-1H-benzoimidazol-2-yl)ethylamino]pyrimidine-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-6-chloropyrimidine-5-carbonitrile | HCID 12278262 | — |
| Reactant | (S)-1-(7-Bromo-6-fluoro-1-methyl-1H-benzoimidazol-2-yl)ethylamine | HCID 68157037 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-Amino-6-[(S)-1-(7-bromo-6-fluoro-1-methyl-1H-benzoimidazol-2-yl)ethylamino]pyrimidine-5-carbonitrile | HCID 68157572 | — |
Reaction Steps
4-Amino-6-chloropyrimidine-5-carbonitrile (0.88 g, 5.71 mmol) was added to a solution of (S)-1-(7-bromo-6-fluoro-1-methyl-1H-benzoimidazol-2-yl)ethylamine (1.11 g, 4.08 mmol) and DIPEA (2.6 mL, 14.7 mmol) in IPA (30 mL) and the resultant mixture stirred at 85° C. for 16 h. The reaction mixture was poured into water and the precipitated solid removed by filtration. The solid was washed with water and dried to give the title compound as an off white solid (1.61 g, 100%). LCMS (Method C): RT 2.68 min [M+H]+ 390.1, 392.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653089B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-be3dbf5cedac4c1480bdb53468a3324c |
| Source note | uspto-grants-2014_02 |