Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine tert-butyl ester | HCID 151417 | — |
| Reactant | HCID 68003433 | HCID 68003433 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | HCID 68003845 | HCID 68003845 | — |
Reaction Steps
Into a 8 mL vial, was placed a solution of 4-chloro-6-(trifluoromethyl)cinnoline (as prepared in the previous step, 260 mg, 1.12 mmol, 1.00 equiv) in 2-methoxyethyl ether (2 mL), tert-butyl 2-aminoacetate (187 mg, 1.12 mmol, 1.10 equiv) and triethylamine (339 mg, 3.36 mmol, 3.00 equiv). The reaction mixture was stirred overnight at 100° C. in an oil bath. The reaction was then quenched by the addition of 4 mL of water. The resulting solution was extracted with 3×10 mL of ethyl acetate, and the combined organic layers washed with 2×10 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062048B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-be13df30c6be4264a840db55d1a4c42f |
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| Source note | uspto-grants-2015_06 |
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