Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59459704 | HCID 59459704 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | AZD-8309 (AZD8309) | HCID 12073810 | 94.9% |
Reaction Steps
To a stirred solution of 5-[[(2,3-difluorophenyl)methyl]thio]-7-[[(1R)-2-hydroxy-1-methylethyl]amino]-3-(tetrahydro-2H-pyran-2-yl)thiazolo[4,5-d]pyrimidin-2-(3H)-one (10.0 g) in acetonitrile (200 ml), water (36 ml) and tetrahydrofuran (30 ml) at 65° C. was added 1M hydrochloric acid (23.25 ml) over 3 hours. The product crystallised during the addition time. The mixture was cooled to 25° C. and the product collected by filtration, washing firstly with water (30 ml) then acetonitrile (30 ml), to afford the title compound as an off-white solid (7.79 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07790883B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-4f6a8f56ca95467eb9e3b571b589b8a4 |
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| Source note | uspto-grants-2010_09 |
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