Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 25254940 | HCID 25254940 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25254941 | HCID 25254941 | 67.1% |
Reaction Steps
4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(piperazin-1-yl)benzamide (108 mg, 0.2 mmols), ethyl bromide (33 mg, 0.3 mmols) and N,N-diisopropyl ethylamine (106 μL, 0.3 mmols) were mixed in a screw cap vial (5 mL) in DMF (2 mL) heated at 40° C. for 5-8 hrs, then purified to provide the title compound (76.9 mg). 1H NMR (400 MHz, DMSO-d6) δ ppm 0.99 (t, J=7.1 Hz, 3H) 1.14-1.89 (m, 10H) 2.33 (q, J=6.99 Hz, 2H) 2.48 (m, 4H) 2.93 (t, J=4.55 Hz, 4H) 3.31 (s, 3H) 3.93 (s, 3H) 4.06 (t, J=13.22 Hz, 2H) 4.45 (m, 1H). 7.41 (d, J=8.0 Hz, 1H) 7.43 (s, 1H) 7.90 (s, 1H) 8.20 (s, 1H) 8.26 (d, J=8.08 Hz, 1H) 9.38 (s, 1H) [M+H] calculated for C28H38F2N8O3, 572. found 572.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026234B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-c344442e524942e3bc4cc0d3ea875075 |
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| Source note | uspto-grants-2011_09 |
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