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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401648Generated: October 31, 2026

Sodium Hydroxide → HCID 86718238, compound

https://huagongshe.com/reaction/2401648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 6-aminohexanoate hydrochlorideHCID 11499324—
Reactant8-(Cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acidHCID 71108490—
ReactantHCID 178484679HCID 178484679—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86718238HCID 86718238—

Reaction Steps

18 mg of methyl 6-aminohexanoate hydrochloride (0.1 mmol, 1.0 equivalent) were initially charged, and 29 mg of 8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid Example 6A (0.1 mmol, 1 equivalent) in 0.3 ml of DMSO, 41.7 mg of (benzotriazol-1-yloxy)bisdimethylaminomethyliumfluoroborate (TBTU, 0.13 mmol, 1.3 equivalents) in 0.3 ml of DMSO and 26 mg of N,N-diisopropylethylamine (0.2 mmol, 2 equivalents) were added in succession. The mixture was shaken at RT overnight, 0.4 ml of 2 N sodium hydroxide solution was added and the mixture was once more shaken at RT overnight. The solvent was then evaporated and the mixture was purified by preparative HPLC (Method 10). This gave 11 mg (26% of theory; purity: 100%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796305B2
Source datasetuspto-grants-2014_08
ORD IDord-7cf2d8cdd5a34822946ee35b8b475e11
Source noteuspto-grants-2014_08