Trifluoroacetic anhydride → HCID 54249963, compound

HRID 843149Notes

Reaction equation

HRID 843149 reaction equation
[CH2:1]([O:4][C:5]1[C:10]2[C:11]([CH3:17])=[C:12]([C:14]([NH2:16])=[O:15])[O:13][C:9]=2[CH:8]=[CH:7][CH:6]=1)[CH:2]=[CH2:3].C(=O)(O)[O-].[Na+].Br[CH2:24][C:25](=O)[C:26]([O:28][CH2:29][CH3:30])=[O:27].FC(F)(F)C(OC(=O)C(F)(F)F)=O>O1CCCC1>[CH2:29]([O:28][C:26]([C:25]1[N:16]=[C:14]([C:12]2[O:13][C:9]3[CH:8]=[CH:7][CH:6]=[C:5]([O:4][CH2:1][CH:2]=[CH2:3])[C:10]=3[C:11]=2[CH3:17])[O:15][CH:24]=1)=[O:27])[CH3:30]

Participants

6

Reactant 4

HCID 9845Trifluoroacetic anhydrideHCID 66144Ethyl bromopyruvateHCID 516892Sodium BicarbonateHCID 54333888HCID 54333888, compound

Product 1

HCID 54249963HCID 54249963, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-Allyloxy-3-methyl-benzofuran-2-carboxylic acid amide (3370 mg) in tetrahydrofuran (60 ml) was treated with sodium bicarbonate (5.58 g) and ethyl bromopyruvate (2.20 ml) followed by trifluoroacetic anhydride (5.63 ml) to give 2-(4-allyloxy-3-methyl-benzofuran-2-yl)-oxazole-4-carboxylic acid ethyl ester as a white solid [2443 mg, EI-MS: m/z 327 (M+)] as mentioned in Example 77.

Sources & evidence

ORD record
ord-8369abe1c6694b308a45ce1f92ef0d32
Source dataset
uspto-grants-2002_04
Patent number
US06376491B1

Reaction notes

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