HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359613Generated: October 27, 2026
Diisopropylethylamine → HCID 58315423, compound
https://huagongshe.com/reaction/2359613
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | N-(tert-Butoxycarbonyl)-N'-methylethylenediamine | HCID 3435744 | — |
| Reactant | 6-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotinic acid | HCID 58315472 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58315423 | HCID 58315423 | 88.8% |
Reaction Steps
A solution of 6-(7-cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-nicotinic acid (100 mg, 0.25 mmol) in DMF is added (2-methylamino ethyl)-carbamic acid tert-butyl ester (53 mg, 0.25 mmol), HBTU (140 mg, 0.38 mmol), and DIPEA (0.088 mL, 0.51 mmol). After 48 h stirring at room temperature, the resulting mixture is concentrated and diluted with saturated NaHCO3 solution and extracted with ethyl acetate (3×100 mL). The combine organics are dried over Na2CO3 and concentrated to give a reddish residue. Followed by deprotection using General Procedure A to give 2-{5-[(2-amino-ethyl)-methyl-carbamoyl]-pyridin-2-ylamino}-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethylamide (100 mg, 77%). MS (ESI) m/z 451.3 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685980B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-fd301382dd214a7985499fa51abcc442 |
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| Source note | uspto-grants-2014_04 |
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