HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475176Generated: October 25, 2026
Diisopropylethylamine → N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-((1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methyl)pyrimidine-2,4-diamine
https://huagongshe.com/reaction/475176
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine | HCID 46739877 | — |
| Reactant | HCID 178478345 | HCID 178478345 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-((1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methyl)pyrimidine-2,4-diamine | HCID 71272519 | 81.3% |
Reaction Steps
A microwave vial was charged with 53 (750 mg, 3.20 mmol), 28 (740 mg, 3.20 mmol), DIPEA (2.0 mL) and EtOH (10.0 mL), sealed and heated at 120° C. for 18 h. The reaction mixture was concentrated in vacuo and purified by SiO2 chromatography eluting with DCM:MeOH (8:1) to afford 1.12 g (81%) of N4-(5-cyclopropyl-1H-pyrazol-3-yl)-N2-((1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methyl)pyrimidine-2,4-diamine (32) as white solid: MS (ESI) m/z=431.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08637537B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-7b125c97ba6a484ba405f841c5d59e78 |
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| Source note | uspto-grants-2014_01 |
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