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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 538586Generated: October 30, 2026

Water → HCID 59402882, compound

https://huagongshe.com/reaction/538586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 59402761HCID 59402761—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
ProductHCID 59402882HCID 5940288242.7%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of 3-[5-Bromo-4-(4-methoxy-phenyl)-oxazol-2-ylmethoxy]-2,6-difluoro-benzamide (0.06 g, 0.13 mmol) in the 5 ml of acetic acid was added 50 mg of Zn dust. Reaction mixture was heated at 120° C. for 1 h. After the completion of the reaction mixture (TLC monitoring), water (25 mL) was added and pH was adjusted to 8-9 with NaOH solution and extracted with ethyl acetate (3×50 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated to get the desired product (0.02 g, 40%) as a white solid. 1H NMR (DMSO-d6, 400 MHz): δ 3.77 (s, 3H), 5.36 (s, 2H), 6.99 (d, J=8.40 Hz, 2H), 7.12 (m, 1H), 7.37 (m, 1H), 7.71 (d, J=8.40 Hz, 2H), 7.87 (br s, 1H), 8.15 (br s, 1H) and 8.56 (s, 1H). MS ES+ (361.24), HPLC (method I) Rt=15.41 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08865736B2
Source datasetuspto-grants-2014_10
ORD IDord-cb57aabf37424c0093a9485975cc8241
Source noteuspto-grants-2014_10