HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360491Generated: November 1, 2026
Diisopropylethylamine → HCID 58493972, compound
https://huagongshe.com/reaction/2360491
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-{4-[(Tert-butoxy)carbonyl]piperazin-1-yl}acetic acid | HCID 2735642 | — |
| Reactant | HCID 66986035 | HCID 66986035 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58493972 | HCID 58493972 | — |
Reaction Steps
110 mg tert-butyl 4-carboxymethyl-piperazine-1-carboxylate are dissolved in 2 ml N,N-dimethylformamide, combined with 135 mg O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium-tetrafluoroborate (TBTU) as well as 270 μl N,N-diisopropyl-ethylamine (DIEA) and stirred for 20 minutes. Then 200 mg 1-methyl-7-piperazin-1-ylmethyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide dihydrochloride are added, the mixture is stirred for 12 hours at ambient temperature and then divided between water and ethyl acetate. The organic phase is washed with saturated aqueous sodium chloride solution and dried on magnesium sulphate. The solvents are eliminated in vacuo and the residue is chromatographed on silica gel (dichloromethane/(methanol/conc. ammonia 9:1) 99:1 to 90:10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08686022B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-171033dbfdef4acb9493fa8a5ddeb93a |
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| Source note | uspto-grants-2014_04 |
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