HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097960Generated: October 31, 2026
8-Bromoisoquinoline → Tert-butyl 2-(isoquinolin-8-yl)acetate
https://huagongshe.com/reaction/2097960
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 8-Bromoisoquinoline | HCID 9859134 | — |
| Reactant | HCID 178451181 | HCID 178451181 | — |
| Catalyst | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| Catalyst | Ditert-butyl(cyclopenta-2,4-dien-1-yl)phosphane;iron(2+);(2,3,4,5-tetraphenylcyclopenta-1,4-dien-1-yl)benzene | HCID 129828017 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl 2-(isoquinolin-8-yl)acetate | HCID 68757728 | 78% |
Reaction Steps
To a suspension of 8-bromoisoquinoline (2.0 g, 9.7 mmol), Q-phos (68 mg, 0.096 mmol) and Pd(dba)2 (132 mg, 0.14 mmol) in dry THF (30 mL) was added 40 mL of (2-tert-butoxy-2-oxoethyl)zinc(II) bromide solution under N2 protection. The resulting mixture was heated at 80° C. overnight. The solvent was evaporated under vacuum and the crude residue was diluted with ethyl acetate (100 mL) and washed with water (3×50 mL). The combined organic layer was washed with brine, dried over Na2SO4 and the solvent was evaporated under vacuum to give a residue which was purified with silica gel chromatography to give tert-butyl 2-(isoquinolin-8-yl)acetate (1.85 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450363B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-19c3f2d25b0745a5b2792922f9db4324 |
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| Source note | uspto-grants-2013_05 |
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