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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486345Generated: November 3, 2026

Diisopropylethylamine → HCID 121434541, compound

https://huagongshe.com/reaction/1486345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 117858300HCID 117858300—
ReactantHCID 117859510HCID 117859510—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
ProductHCID 121434541HCID 12143454155.2%

Reaction Steps

A mixture of 52 mg of 7-[(2,6-difluorobenzyl)oxy]-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid (75% purity, 0.118 mmol) from Example 4A, 72 mg of HATU (0.188 mmol) and 0.138 ml (0.792 mmol) of N,N-diisopropylethylamine in 0.7 ml of DMF was stirred at RT for 10 min. Subsequently, 53 mg (0.236 mmol) of methyl 3-(aminomethyl)adamantane-1-carboxylate from Example 37A in 0.5 ml of DMF were added and the mixture was stirred at RT overnight. The reaction mixture was admixed with water and acetonitrile and purified by means of preparative HPLC (RP18 column, eluent:acetonitrile/water gradient with addition of 0.05% formic acid). 35 mg of the target compound were obtained (53% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422285B2
Source datasetuspto-grants-2016_08
ORD IDord-8c281e583bf4455d9aaef87017a3a98c
Source noteuspto-grants-2016_08