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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409303Generated: November 1, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66576440, compound

https://huagongshe.com/reaction/1409303

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
ReactantHCID 86714622HCID 86714622—
ReactantHCID 178433052HCID 178433052—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 66576440HCID 6657644059.3%

Reaction Steps

2-Methyl-1H-imidazole-4-carboxylic acid (0.202 mmol, 0.026 g) was dissolved in DMF (5 ml) under nitrogen atmosphere. EDCI (0.202 mmol, 0.039 g), DIPEA (0.270 mmol, 0.035 g) and HBTU (0.034 mmol, 0.013 g) were added and the resulting mixture was stirred for 20 min at RT. (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile (0.135 mmol, 0.04 g) dissolved in DMF (2 ml) was added and the resulting mixture was stirred at RT for 3 days. The mixture was diluted with water and EtOAc, washed with 2M Na2CO3, water and brine. The combined organics were dried, filtered and evaporated. The crude product was purified by flash chromatography. 0.0324 g of the title compound was obtained. 1H-NMR (400 MHz, MeOH-d4) δ ppm 1.23 (d, 3H), 2.38 (s, 3H), 4.28-4.47 (m, 2H), 4.48-4.58 (m, 1H), 6.77-6.82 (m, 1H), 7.46 (s, 1H), 7.77 (d, 1H), 7.83-7.96 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921378B2
Source datasetuspto-grants-2014_12
ORD IDord-efe837c3c34843ae879e278030298b1f
Source noteuspto-grants-2014_12