Di-tert-butyl dicarbonate → HCID 86630256, compound

HRID 1189334Notes

Reaction equation

HRID 1189334 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:15])[CH2:11][CH2:12][C:13]#[CH:14].[O:16](C(OC(C)(C)C)=O)[C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=O>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]([C:10](=[O:15])[CH2:11][CH2:12][C:13]#[CH:14])[C:17](=[O:16])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 90495Di-tert-butyl dicarbonateHCID 86086861HCID 86086861, compound

Product 1

HCID 86630256HCID 86630256, compoundYield 99.2%

Procedure

The title compound was prepared in accordance with the general method of Example 34(B), from N-(2,4-difluorophenyl)pent-4-ynamide (630 mg, 3.01 mmol) and (BOC)2O (789 mg, 3.61 mmol). The crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, 100% DCM as eluent) to afford 924 mg of tert-butyl 2,4-difluorophenyl(pent-4-ynoyl)carbamate as a colorless oil (Yield: 99%).

Workup

  1. customThe crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, 100% DCM as eluent)

Sources & evidence

ORD record
ord-eefb97e833fd4fbc908db00926b541f4
Source dataset
uspto-grants-2014_03
Patent number
US08674106B2

Reaction notes

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