Triethylamine → HCID 67736326, compound

HRID 742946Notes

Reaction equation

HRID 742946 reaction equation
[CH3:1][O:2][P:3](Cl)([O:5][CH3:6])=[O:4].[NH2:8][C@H:9]([CH2:22][F:23])[C@@H:10]([C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1)[OH:11].C(N(CC)CC)C>ClCCl.C(#N)C.ClC(Cl)C>[F:23][CH2:22][C@@H:9]([NH:8][P:3](=[O:4])([O:5][CH3:6])[O:2][CH3:1])[C@H:10]([OH:11])[C:12]1[CH:13]=[CH:14][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:16][CH:17]=1

Participants

7

Reactant 3

HCID 8471TriethylamineHCID 101863Phosphorochloridic acid, dimethyl esterHCID 156406Florfenicol amine

Product 1

HCID 67736326HCID 67736326, compound

Reagents, catalysts & solvents 3

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolventHCID 63651,1-DichloroethaneSolvent

Procedure

Dimethylchlorophosphate (1.44 g; 10 mmol) dissolved in dichloromethane (4 ml) was slowly added dropwise to a mixture cooled to 0° C. of (1R,2S)-2-amino-3-fluoro-1-(4-methylsulfonylphenyl)-1-propanol (2.47 g; 10 mmol) in acetonitrile (15 ml) and dichloroethane (15 ml) containing triethylamine (1.39 ml; 10 mmol).

Workup

  1. additionwas slowly added dropwise to a mixture

Sources & evidence

ORD record
ord-d55d111adff54a31b8fdb04f32b54b57
Source dataset
uspto-grants-1996_09
Patent number
US05556829

Reaction notes

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