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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1971372Generated: October 31, 2026

Methanesulfonyl chloride → Methanesulfonic acid 6-[1-(3-trifluoromethyl-phenylcarbamoyl)-2,3-dihydro-1H-indol-5-yloxy]-pyrimidin-4-ylmethyl ester

https://huagongshe.com/reaction/1971372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant5-(6-Hydroxymethyl-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amideHCID 59596347—
SolventTetrahydrofuranHCID 8028—
ProductMethanesulfonic acid 6-[1-(3-trifluoromethyl-phenylcarbamoyl)-2,3-dihydro-1H-indol-5-yloxy]-pyrimidin-4-ylmethyl esterHCID 59394751—

Reaction Steps

5-(6-Hydroxymethyl-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid (3-trifluoromethyl-phenyl)-amide (0.1001, 0.232 mmol) is dissolved in THF (6 mL) and TEA (0.18 mL, 1.29 mmol) is added followed by methanesulphonyl chloride (0.028 mL, 0.361 mmol). The solution is stirred for 15 min before being partitioned between ethyl acetate and saturated aqueous sodium chloride. The layers are separated and the organic layer is washed further with water. The organic layer is then removed, dried, and concentrated to obtain the title compound. MS (ESI) m/z 510.0 (m+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431584B2
Source datasetuspto-grants-2013_04
ORD IDord-b1f0971d810749b090ca30e752810928
Source noteuspto-grants-2013_04