Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ro3280 | HCID 25015677 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57955572 | HCID 57955572 | — |
Reaction Steps
To a mixture of 4-(9-cyclopentyl-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-(1-methylpiperidin-4-yl)benzamide (543 mg, 1 mmol) in 10 ml of DMF, was added 1N NaOH (5 ml) dropwise. The reaction mixture was stirred at rt. for 1 h and then subjected to reverse phase HPLC purification using basic column. The final compound was obtained by lyophilization first and then dried in the vacuum oven at 60° C. for 3 d (380 mg, 68%). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.47-1.99 (m, 12 H) 2.54 (d, J=2.8 Hz, 2 H) 2.64-2.79 (m, 5 H) 3.00 (d, J=4.6 Hz, 2 H) 3.85-4.10 (m, 6 H) 4.20 (d, J=7.3 Hz, 1 H) 7.42 (s, 2 H) 7.48 (d, J=8.3 Hz, 1 H) 7.61-7.80 (m, 1 H) 8.23 (br. s., 1 H) 8.42 (d, J=8.3 Hz, 1 H). [M+H] calc'd for C27H37F2N7O4, 562; found 562.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318727B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-28d89e6ab90445d1b4994364bfe8b1b1 |
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| Source note | uspto-grants-2012_11 |
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