Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | HCID 86630621 | HCID 86630621 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24750600 | HCID 24750600 | 47% |
Reaction Steps
To a solution of dimethylamine (2 mol/L tetrahydrofurane solution, 0.950 mL, 1.90 mmol) in dichloromethane (3 mL) was added 2-{[1-(cyclopropylmethyl)-2-(2,2-dimethylpropyl)-1H-benzimidazol-5-yl]sulfonyl}-2-methylpropanoyl chloride hydrochloride (Step A, 175 mg, 0.380 mmol) in dichloromethane (2 mL) at room temperature. After stirring at the same temperature for 1.5 h, the mixture was diluted with dichloromethane. The whole was washed with saturated sodium hydrogencarbonate aqueous solution, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by HPLC (ODS, gradient elution with acetonitrile/0.01% aq. NH3=4:96 to 96:4, by volume; flow rate 40 mL/min) to afford the title compound (75 mg, 47%) as an amorphous.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07700618B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-09b0c9707b4a41048c5228546fbf3c38 |
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| Source note | uspto-grants-2010_04 |
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