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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582355Generated: October 25, 2026

Methyl chloroformate → HCID 57092493, compound

https://huagongshe.com/reaction/1582355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
Reactant5(S)-Isoxazol-3-ylaminomethyl-3-(4-(3(S)-acetamidopyrrolidin-1-yl)-3-fluorophenyl)oxazolidin-2-oneHCID 20725710—
Reactant3-(4-(3(r)-Aminopyrrolidin-1-yl)-3-fluorophenyl)-5(r)-(n-(2,2,2-trichloroethyloxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one hydrochloride saltHCID 69584878—
ProductHCID 57092493HCID 57092493—

Reaction Steps

Using essentially the method for the intermediate of Example 12, starting from 3-(4-(3(R)-aminopyrrolidin-1-yl)-3-fluorophenyl)-5(R)-(N-(2,2,2-trichloroethyloxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one hydrochloride salt (1.61 g, 2.81 mM) and methyl chloroformate gave the desired product (1.61 g). NMR (DMSO-d6) δ: 1.82 (hextet, 1H); 2.11 (hextet, 1H); 3.13 (m, 1H); 3.28 (dd, 1H); 3.39 (dd, 1H); 3.52 (s overlapping m, 4H); 3.82 (dd, 1H); 4.14 (overlapping m, 3H); 4.36 (dd, 1H); 4.97 (d, 1H); 5.03 (m, 1H); 5.08 (d, 1H); 6.72 (t, 1H); 6.89 (d, 1H); 7.08 (dd, 1H); 7.35 (dd, 1H); 7.41 (br, 1H); 8.89 (d, 1H). MS (ESP): 594 (MH+) for C22H23Cl3FN5O7

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734200B1
Source datasetuspto-grants-2004_05
ORD IDord-6e1887c1d5044d4cbf82ebe42bb817a1
Source noteuspto-grants-2004_05