Methyl chloroformate → HCID 57700391, compound

HRID 1667602Notes

Reaction equation

HRID 1667602 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH:18]([CH3:20])[CH3:19])=[C:6]([CH:16]=1)[CH2:7][NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12].Cl[C:22]([O:24][CH3:25])=[O:23]>N1C=CC=CC=1>[CH3:25][O:24][C:22](=[O:23])[NH:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH:18]([CH3:20])[CH3:19])=[C:6]([CH2:7][NH:8][C:9]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:15])[CH:16]=1

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 57448197HCID 57448197, compound

Product 1

HCID 57700391HCID 57700391, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To 8F (24 mg, 0.09 mmol) in pyridine (15 mL) at 0° C. was added methyl chloroformate (18 μL, 0.24 mmol). After removing the ice bath and stirring at rt 7 h, the reaction was concentrated and purified via preparative HPLC (MeOH/water/TFA) to provide 8G (24 mg, 83%). LC-MS: 361.22 (M+Na)+.

Workup

  1. customAfter removing the ice bath
  2. concentrationthe reaction was concentrated
  3. custompurified via preparative HPLC (MeOH/water/TFA)

Sources & evidence

ORD record
ord-2d4179186d2047628ea0738f581d5926
Source dataset
uspto-grants-2011_10
Patent number
US08044242B2

Reaction notes

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