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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827695Generated: November 2, 2026

Methanol → 6-Bromothieno[2,3-d]pyrimidine

https://huagongshe.com/reaction/1827695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiphenylamineHCID 11487—
ReactantSodium hydrideHCID 24758—
ReactantHCID 10625387HCID 10625387—
SolventTetrahydrofuranHCID 8028—
Product6-Bromothieno[2,3-d]pyrimidineHCID 12285730—

Reaction Steps

A mixture of 2,4-bis(pivaloylamino)-5-bromomethyl-6-bromothieno[2,3-d]pyrimidine prepared in Step 2 above (200 mg, 0.4 mmol), diphenylamine (1.3 g, 0.77 mmol) and NaH (50 mg, 2.1 mmol) in dry THF (10 mL) is stirred at room temperature for 2 days, the excess NaH is decomposed with MeOH (1 mL), the solvent is evaporated, and the residue is chromatographed on silica gel to obtain 2,4-bis(pivaloylamino)-5-N,N-diphenylaminomethyl)-6-bromothieno[2,3-d]pyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056911B1
Source datasetuspto-grants-2006_06
ORD IDord-98947d6412c24e39ba9cbc432f32cb30
Source noteuspto-grants-2006_06