Ethyl cyanoacetate → HCID 67736244, compound

HRID 742945Notes

Reaction equation

HRID 742945 reaction equation
Cl.[NH2:2][C@H:3]([CH2:16][F:17])[C@@H:4]([C:6]1[CH:11]=[CH:10][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:8][CH:7]=1)[OH:5].[C:18]([CH2:20][C:21](OCC)=[O:22])#[N:19].C(N(CC)CC)C>C(O)C>[C:18]([CH2:20][C:21]([NH:2][C@H:3]([CH2:16][F:17])[C@H:4]([OH:5])[C:6]1[CH:7]=[CH:8][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:10][CH:11]=1)=[O:22])#[N:19]

Participants

5

Reactant 3

HCID 7764Ethyl cyanoacetateHCID 8471TriethylamineHCID 46781586108656-33-3

Product 1

HCID 67736244HCID 67736244, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (1R,2S )-2-amino-3-fluoro-1-(4-methylsulfonylphenyl)-1-propanol hydrochloride (5.66 g; 20 mmol), absolute ethanol (27 ml), ethyl cyanoacetate (22.62 g; 200 mmol) and triethylamine (3.03 g; 30 mmol) was refluxed for 21 hours.

Workup

  1. temperaturewas refluxed for 21 hours

Sources & evidence

ORD record
ord-d5c9bb60fd8a48b9864b5f6a6c000f77
Source dataset
uspto-grants-1996_09
Patent number
US05556829

Reaction notes

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