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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 880787Generated: October 30, 2026

Water → HCID 178487698, compound

https://huagongshe.com/reaction/880787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylacetamideHCID 31374—
ReactantHCID 178487688HCID 178487688—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 178487698HCID 17848769881%

Reaction Steps

The compound 262 (286 mg, 1 eq.) in degazed dimethylacetamide (10 mL), and Zn (4.5 mg, 0.09 eq.), Zn(CN)2 (84 mg, 0.6 eq.), Pd2 dba3 (21 mg, 0.03 eq.), and dppf (26 mg, 0.06 eq.) were heated at 110° C. under microwaves for 30 min. Then, water was added, the precipitate filtered and dissolved in ethyl acetate, dried, and concentrated under vacuum. The residue was purified by chromatography on a silica gel to give compound 263 as a yellow solid in 81% yield. 1H NMR (CDCl3, 400 MHz) δ (ppm) 4.07 (s, 3H), 6.79 (br s, 1H), 7.08 (d, J=9.11 Hz, 1H), 8.19 (s, 1H), 8.28 (d, J=9.11 Hz, 1H), 9.74 (br s, 1H); MS (ESI, EI+): m/z=318.15 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993595B2
Source datasetuspto-grants-2015_03
ORD IDord-723ada732b0f45a79dc77b98917e1b83
Source noteuspto-grants-2015_03