Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 5-Bromo-4-chloro-5,6,7,8-tetrahydro-2-trifluoromethylquinazoline | HCID 19744191 | — |
| Reactant | (4-(2-(1H-1,2,3,4-tetrazol-5-yl)phenyl)phenyl)methanamine hydrochloride | HCID 178479176 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178475374 | HCID 178475374 | 26.2% |
Reaction Steps
To 25 mL of DMSO was added 4.5 g of 5-bromo-4-chloro-5,6,7,8-tetrahydro-2-trifluoromethylquinazoline and 4.7 g of anhydrous sodium acetate. The reaction mixture was warmed for 2 hours at which time 4.1 g of N-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]amine hydrochloride was added and the reaction was heated to 40° C. overnight. The crude reaction mixture was purified on silica gel (20% methanol/chloroform) to yield the title product (1.9 g, 24%); 1H NMR (DMSO-d6, 400 MHz) δ 7.78 (m, 1H), 7.63 (m, 2H), 7.53 (m, 2H), 7.24 (m, 2H); 7.03 (m, 2H), 5.64 (m, 1H), 4.52 (m,2H), 2.68 (m, 2H), 2.23 (m, 1H), 1.97 (s, 3H), 1.80 (m, 3H); positive DCI MS m/e 510 (M+H). Anal. calcd for C25H22F3N7O2 : C, 58.94; H, 4.35; N, 19.24. Found: C, 58.31; H, 4.30; N, 19.20.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05234936 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-d9e8fcb86e304f60803f1b0e47348f4c |
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| Source note | uspto-grants-1993_08 |
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