Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromoacetamide | HCID 69632 | — |
| Reactant | JNJ-18038683 free base | HCID 11151899 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 59752560 | HCID 59752560 | 30.4% |
Reaction Steps
A mixture of 1-benzyl-3-(4-chloro-phenyl)-1-pyridin-3-ylmethyl-1,4,5,6,7,8-hexahydro-1,2,6-triaza-azulene (Example 59, Step E; 0.05 mmol), 2-bromo-acetamide (8 mg), and Na2CO3 (15 mg) in acetone (2 mL) was stirred at 25° C. for 16 h. After concentration, purification by flash chromatography (2 M NH3/MeOH in CH2Cl2) provided the desired compound (6 mg). MS (ESI): exact mass calculated for C22H23ClN4O, 394.16; found, m/z 395.3 [M+H]+. 1H NMR (500 MHz, CDCl3): 8.49-8.48 (m, 1H), 7.56-7.54 (m, 1H), 7.44-7.42 (m, 2H), 7.32-7.30 (m, 2H), 7.19-7.11 (m, 1H), 6.84-6.82 (m, 1H), 5.39 (s, 2H), 2.93-2.87 (m, 2H), 2.76-2.74 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07579470B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-bb8ba4b1a562489698988fe9f6214ea3 |
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| Source note | uspto-grants-2009_08 |
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