Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Thieno[3,2-d]pyrimidine | HCID 12603004 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 7-Bromothieno[3,2-d]pyrimidine | HCID 21960257 | 59% |
Reaction Steps
Thieno[3,2-d]pyrimidine (0.163 g, 1.20 mmol) was dissolved in acetic acid (3 mL). Sodium acetate (0.196 g, 2.39 mmol) was added while stirring, followed by bromine (0.38 g, 2.4 mmol). The reaction mixture was heated in a microwave reactor at 90° C. for 90 min. Solvent was removed by rotary evaporation, then under high vacuum. Purification by ISCO chromatography (0 to 10% methanol:DCM) afforded 0.152 g (59%) of the title compound as a yellow solid. 1H NMR (400 MHz, CDCl3): δ 9.36 (s, 1 H), 9.30 (s, 1 H), 8.05 (s, 1 H); MS (ESI): 214.97, 216.99 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08378104B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-b4889238c68949189b5f4b1a0612511b |
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| Source note | uspto-grants-2013_02 |
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