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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295758Generated: October 31, 2026

Sodium hydride → HCID 12985914, compound

https://huagongshe.com/reaction/1295758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantOxindoleHCID 321710—
ReactantHCID 23589558HCID 23589558—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12985914HCID 1298591416%

Reaction Steps

To a suspension of NaH (60%, 44 mg, 1.1 mmol) in THF (1 mL) was added oxindole (133 mg, 1 mmol). The reaction mixture was stirred for 20 min. at rt. Compound G of example 96 (0.1 mmol) was added. The reaction was stirred for 2 hrs at 25° C. The crude material was purified by preparative HPLC followed by chromatography on silica gel eluting with ethyl acetate to provide 5.5 mg (16%) of a yellow solid. MS: [M+H]+=353; 1H NMR (CDCl3): δ 8.42 (s, 0.4H), 8.10 (s, 0.6H), 7.79 (s, 1H), 7.75-6.88 (m, 4H), 4.33 (m, 2H), 3.57 (s, 3H), 1.37 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07244733B2
Source datasetuspto-grants-2007_07
ORD IDord-adf7d7476c3c443598409042cf02926d
Source noteuspto-grants-2007_07