HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → tert-butyl 5-(3-(4-(1H-pyrazol-4-yl)phenoxy)propyl)-2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 2774010 | — |
| Reactant | tert-butyl 2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-5-(3-(4-iodophenoxy)propyl)thiazole-4-carboxylate | HCID 59447531 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | tert-butyl 5-(3-(4-(1H-pyrazol-4-yl)phenoxy)propyl)-2-(8-(benzo[d]thiazol-2-yl((2-(trimethylsilyl)ethoxy)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)thiazole-4-carboxylate | HCID 59447632 | — |
Reaction Steps
A mixture of compound 41A (90 mg, 0.102 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (29.7 mg, 0.153 mmol), Na2CO3 (108 μl, 0.102 mmol) (1M) and (Ph3P)2Cl2Pd (7.15 mg, 10.19 μmol) in EtOH-DME-H2O (7:3:2, 4 ml) was in a Smith microwave synthesizer at 120° C. for 30 min and then concentrated. The residue was purified by flash chromatography to give the compound 73A. LCMS (APCI) m/e 824 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232273B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-8466ff8c6d664211895a464c5a0e6e55 |
| Source note | uspto-grants-2012_07 |