Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (5-Bromo-3-pyridinyl)methanol | HCID 2784733 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57885697 | HCID 57885697 | 70.5% |
Reaction Steps
To the stirred solution (5-bromo-pyridin-3-yl)-methanol (3.0 g, 16 mmol) in CH2Cl2 (30 mL) is added triethylamine (2.4 g, 24 mmol). The reaction mixture is cooled to 0° C., methanesulfonyl chloride (2.2 g, 19 mmol) is added slowly at 0° C. Then the reaction mixture is warmed up to room temperature for 3 hrs. Ice cold water is added and the mixture is extracted with CH2Cl2. Organic layers are combined, dried over Na2SO4 and concentrated to give 3.0 g of the crude methanesulfonic acid 5-bromo-pyridin-3-ylmethyl ester which is used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181272B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-4cd3dc14a3a54987893e1c3a9e8e9e07 |
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| Source note | uspto-grants-2015_11 |
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