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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945487Generated: October 27, 2026

Dimethylformamide → HCID 178483813, compound

https://huagongshe.com/reaction/1945487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN,N-DiethylethylenediamineHCID 60993—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantHCID 178524168HCID 178524168—
ProductHCID 178483813HCID 17848381325.8%

Reaction Steps

To solution of 2-(4-adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid (70.0 mg, 0.18 mmol), N,N-diethylethylenediamine (23.8 mg, 0.27 mmol, 0.03 ml) and HBTU (136.5 mg, 0.36 mmol) in DMF 4.0 mL was added DIPEA (46.5 mg, 0.36 mmol, 0.06 ml). After stirring at room temperature, the mixture was partitioned between ethyl acetate and brine. The organic phase was dried (MgSO4 anh), and concentrated. The residue was purified by Prep-TLC(CH2Cl2:MeOH=10:1) to give 2-(4-adamantan-1-yl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid (2-dimethylamino-ethyl)-amide as a yellow solid (21.9 mg, 25.8% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-f6f82e3e1ada495f9f52f4c79aa6858e
Source noteuspto-grants-2013_03