Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Amino-6-chloropyrimidine-5-carbonitrile | HCID 12278262 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | Benzimidazole | HCID 5798 | — |
Reaction Steps
Synthesis of D-7. A mixture of 4-amino-6-chloropyrimidine-5-carbonitrile (B) (0.257 g, 1.662 mmol), D-6 (1.662 mmol), and DIEA (0.868 mL, 4.99 mmol) in n-butanol (16.62 mL) was stirred at 120° C. After 24 h, the heat was removed and left at rt. After cooling, the mixture was concentrated under reduced pressure to give a brown solid, which was suspended in water (50 mL), sonicated, filtered, and washed with water (100 mL) to give a tan solid. The tan solid was suspended in EtOAc-hexane (1:4, 20 mL), filtered, washed with EtOAc-hexane (1:4, 20 mL), and dried to give D-7 as a racemic mixture.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575183B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-0789e2d6b4f947b0b57d7205c251fc85 |
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| Source note | uspto-grants-2013_11 |
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