Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435470Generated: October 27, 2026

Sodium hydride → 1-{[2-(1,1-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}-1H-pyrrole-3-carbaldehyde

https://huagongshe.com/reaction/1435470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1H-pyrrole-3-carboxaldehydeHCID 640308—
Reactant2-tert-pentyl-1-((tetrahydro-2H-pyran-4-yl)methyl)-1H-benzo[d]imidazole-5-sulfonyl chlorideHCID 57937307—
SolventTetrahydrofuranHCID 8028—
Product1-{[2-(1,1-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}-1H-pyrrole-3-carbaldehydeHCID 5793736572.5%

Reaction Steps

Following the same procedure in Example 29, using 2-(1,1-dimethylpropyl)-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazole-5-sulfonyl chloride (0.66 g, 1.7 mmol), 1H-pyrrole-3-carbaldehyde (0.14 g, 1.4 mmol) and sodium hydride (0.29 g, 60%, 7.2 mmol) in THF (15 mL). The crude product was purified by MPLC using Hex/EtOAc (1:1) on silica gel to give 0.45 g (71%) of a white solid as the title compound. MS (ESI) (M+H)+=443.93

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615642B2
Source datasetuspto-grants-2009_11
ORD IDord-05e03fcb79b74becae45522945b05e91
Source noteuspto-grants-2009_11