Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Benzoic acid, 3-amino-, methyl ester | HCID 78274 | — |
| Reactant | 2,6-Dichloropurine | HCID 5324412 | — |
| Solvent | 1-Pentanol | HCID 6276 | — |
| Product | HCID 178497917 | HCID 178497917 | 93% |
Reaction Steps
To a solution of 2,6-dichloropurine (17 g, 90 mmol) in 300 ml of 1-pentanol are added 37.8 g (250 mmol) of methyl-3-aminobenzoate and stirred for 8 hours at 75° C. After cooling to RT, 200 ml of isopropanol is added and the mixture is stirred for 1 h. After filtration, the precipitate is taken up into MeOH/H2O and treated with NaHCO3 to pH >8. After filtration, the product ist washed with H2O and MeOH and dried to obtain 25.4 g (93% yield) of 3-(2-chloro-9H-purin-6-yl-amino)-benzoic acid methyl ester, Rf=0.5; (CH2Cl2/MeOH (9/1)); m.p. 242° C.; ESI-MS: 304 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06767906B2 |
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| Source dataset | uspto-grants-2004_07 |
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| ORD ID | ord-82a363fe765643f39d98ae801985fd40 |
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| Source note | uspto-grants-2004_07 |
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