Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Potassium Bromide | HCID 253877 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 3-(Piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one | HCID 11042597 | — |
| Reactant | HCID 11148817 | HCID 11148817 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15511793 | HCID 15511793 | — |
Reaction Steps
A mixture of 1.0 g (4.452 mmol) of trans-2-(4-chlorobenzoyl)cyclopropanecarboxylic acid, 0.97 g (4.194 mmol) of 3,4-dihydro-3-(4-piperidinyl)-2(1H)-quinazolinone, 1.4 g (4.36 mmol) of TBTU, 0.455 mg (4.5 mmol) of triethylamine, and 20 mL of dimethylformamide was stirred for 5 hours at ambient temperature. The reaction mixture was freed from solvent in vacuo, diluted with 300 mL of water, and made slightly acidic with citric acid. The precipitate formed was suction filtered and carefully washed with water, then with 5 mL of tetrahydrofuran, and finally dried in a circulating air drier at a temperature of 60° C. 1.3 g (71% of theoretical) of a colorless crystalline product was obtained: m.p. 272° C.-273° C.; Rf 0.24 (MP A); IR (KBr): 1674.1 cm−1 (C═O); MS: M+=437/439 (Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07407963B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-88787c48850b4fbf949f085decc2b1c9 |
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| Source note | uspto-grants-2008_08 |
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