Diethyl Pyrocarbonate → HCID 68453853, compound

HRID 2358405Notes

Reaction equation

HRID 2358405 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]([CH3:32])[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]([CH3:32])[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 543675503-(4-tert-Butylphenyl)-2-methylprop-2-enoic acidHCID 57665528HCID 57665528, compound

Product 1

HCID 68453853HCID 68453853, compoundYield 55.96%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-(4-Aminomethyl-2-fluoro-6-vinylphenyl)methanesulfonamide (0.15 mmol, 54.21 mg), 3-(4-tert-butyl-phenyl)-2-methylacrylic acid (0.14 mmol, 30 mg), DEPC (1.2 eq, 0.17 mmol, 25.49 μl), and TEA (2 eq, 0.28 mmol, 39.03 μl) were added in DMF. The reaction mixture was stirred for 12 hrs. The reaction mixture was purified according to similar procedure of Example 21 to yield title product (34.8 mg, 55.96%).

Workup

  1. customThe reaction mixture was purified

Sources & evidence

ORD record
ord-458f1334573348cba6e43807ff4863a7
Source dataset
uspto-grants-2010_07
Patent number
US07763657B2

Reaction notes

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