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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 246685Generated: October 25, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 71280441, compound

https://huagongshe.com/reaction/246685

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-tert-Butyldimethylsilyloxy-1,1-dimethylethylamineHCID 14806740—
Reactant2-(6-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acidHCID 71279894—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 71280441HCID 7128044146.1%

Reaction Steps

To a stirred solution of 2-(6-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (100 mg, 0.34 mmol), EDCI (130 mg, 0.68 mmol), DMAP (83 mg, 0.68 mmol) and DIEA (88 mg, 0.68 mmol) in 6 mL of DMF was added 1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-amine (138 mg, 0.68 mmol) in one portion at room temperature, then the mixture was stirred for 16 hours. The reaction mixture was poured into 40 mL of water, filtered and the filter cake was washed with petroleum ether to give crude N-(1-(tert-butyldimethylsilyloxy)-2-methylpropan-2-yl)-2-(6-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (75 mg, 46.0%) as a pale yellow solid. MS: (M+H)+=479.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658646B2
Source datasetuspto-grants-2014_02
ORD IDord-64adde278a8f418597bff6cb1e4b2078
Source noteuspto-grants-2014_02