Diethyl Pyrocarbonate → HCID 68453805, compound

HRID 2358406Notes

Reaction equation

HRID 2358406 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[C:7]([CH:9]=[CH2:10])[C:6]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:5]([F:16])[CH:4]=1.[C:17]([C:21]1[CH:26]=[CH:25][C:24]([CH:27]=[C:28]([F:32])[C:29](O)=[O:30])=[CH:23][CH:22]=1)([CH3:20])([CH3:19])[CH3:18].CCOC(OC(OCC)=O)=O>CN(C=O)C>[C:17]([C:21]1[CH:22]=[CH:23][C:24]([CH:27]=[C:28]([F:32])[C:29]([NH:1][CH2:2][C:3]2[CH:8]=[C:7]([CH:9]=[CH2:10])[C:6]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:5]([F:16])[CH:4]=2)=[O:30])=[CH:25][CH:26]=1)([CH3:20])([CH3:18])[CH3:19]

Participants

5

Reactant 3

HCID 3051Diethyl PyrocarbonateHCID 57665528HCID 57665528, compoundHCID 68456797HCID 68456797, compound

Product 1

HCID 68453805HCID 68453805, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-(4-Aminomethyl-2-fluoro-6-vinylphenyl)methanesulfonamide (1.1 eq, 0.15 mmol, 53.24 mg), 3-(4-tert-Butylphenyl)-2-fluoroacrylic acid (1 eq, 0.14 mmol, 30 mg), DEPC (1.2 eq, 0.17 mmol, 25.49 μl), and TEA (2 eq, 0.28 mmol, 39.09 μl) were added in DMF under argon atmosphere. The reaction mixture was stirred for 12 hrs. The reaction mixture was purified according to similar procedure of Example 21 to yield title product (30.0 mg, 48%).

Workup

  1. customThe reaction mixture was purified

Sources & evidence

ORD record
ord-60e172052222464d9e9e476ab0e78327
Source dataset
uspto-grants-2010_07
Patent number
US07763657B2

Reaction notes

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