Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Indoline | HCID 10328 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-2-methylthiopyrimidine | HCID 97113 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59743394 | HCID 59743394 | 38.1% |
Reaction Steps
A mixture of 4-chloro-2-methylthiopyrimidine (4.02 g, 25 mmol), 2,3-dihydro-1H-indole (4.0 mL, 36 mmol) and N,N-diisopropyl ethyl amine (4 mL, 22 mmol) in DMF (10 mL) was heated to 100° C. under N2 for 16 h. The solidified reaction mixture was cooled, diluted with EtOAc, and filtered. The collected solids were dissolved in DCM and MeOH and recrystallized from DCM/EtOAc to give 1-(2-methylsulfanyl-pyrimidin-4-yl)-2,3-dihydro-1H-indole (2.32 g, 38% yield) as a light-yellow solid. MS=244[M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399462B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-d67f03d4f8ba48d7bc30cb02fa50bb22 |
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| Source note | uspto-grants-2013_03 |
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