Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chlorobenzoyl chloride | HCID 69110 | — |
| Reactant | HCID 66700926 | HCID 66700926 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59505623 | HCID 59505623 | 97% |
Reaction Steps
Triethylamine (2.5 eq.) was added to a solution of (R)-methyl 3-amino-6-fluoro-2,3-dihydro-1H-indene-5-carboxylate hydrochloride (A-11) (0.773 mmol, 1 eq.) in methylene chloride (6 ml) at 0° C. and the mixture was stirred for 10 min. 2-Chlorobenzoyl chloride (1.2 eq.) was added dropwise to the reaction mixture at the same temperature and the mixture was stirred for 16 h at room temperature. The reaction mixture was diluted with methylene chloride (50 ml) and was then washed with NH4Cl solution (20 ml) and sat. NaCl solution (20 ml). The organic phase was dried over magnesium sulfate and the solvent was removed in vacuo. The crude material was purified by column chromatography (silica gel, ethyl acetate/cyclohexane 2:1) to yield the desired product (B-15). Yield: 97%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455475B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-efe87691344d4ac0af0b2dc05566b69c |
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| Source note | uspto-grants-2013_06 |
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