Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 118272000 | HCID 118272000 | — |
| Product | HCID 118272112 | HCID 118272112 | 100% |
Reaction Steps
To the solution of (S)-1-(4-(chloromethyl)-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea (50 mg, 0.083 mmol) in THF (1.0 ml) was added sodium hydride (4.98 mg, 0.125 mmol). The resulting reaction mixture was allowed to stir at rt for 10 min before (S)-1-(4-(chloromethyl)-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea (50 mg, 0.083 mmol) was added into the above solution. The reaction solution was stirred for 2 h at rt. EtOAc and water was added into the mixture and the organic layer was collected and washed by water and brine. After drying over Na2SO4, the solution was concentrated to give 1-(4-((2-hydroxypropoxy)methyl)-3-methoxy-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-((S)-1-phenylethyl)urea (53.3 mg, 0.083 mmol, 100% yield) without purification. MS: [M+H]+ m/z 642.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09226922B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-61facdb3c9a54d74bb886e2c5391cea5 |
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| Source note | uspto-grants-2016_01 |
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