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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731885Generated: October 30, 2026

Benzo(B)Thiophene-2-Boronic Acid → 5-(benzo[b]thiophen-2-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/731885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo(B)Thiophene-2-Boronic AcidHCID 2359—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant5-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 59424180—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product5-(benzo[b]thiophen-2-yl)-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 24905278—

Reaction Steps

A solution of 5-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (5 mg, 0.018 mmol), benzo[b]thiophen-2-yl-2-boronic acid (16 mg, 0.091 mmol), K3PO4 (19.3 mg, 0.091 mmol) and Pd(PPh3)4 (12.5 mg, 0.011 mmol) in DMF (3 mL) was heated to 60° C. under an argon atmosphere. Reaction was concentrated in vacuo and purified by RP-HPLC (MeCN:H2O:0.1% TFA). ESI-MS (M+H)+ m/z calcd 281.1, found 281.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585868B2
Source datasetuspto-grants-2009_09
ORD IDord-600cc9cbe6d745ee97001c67bbc7c698
Source noteuspto-grants-2009_09