tert-butyl (S)-1-((R)-2,2,2-trifluoro-1-(6-hydrazinylpyridin-3-yl)ethyl)pyrrolidin-3-ylcarbamate → tert-butyl N-[(3S)-1-[(1R)-2,2,2-trifluoro-1-[6-[(2E)-2-[(6-fluoro-7-methoxyquinolin-2-yl)methylidene]hydrazinyl]-3-pyridinyl]ethyl]pyrrolidin-3-yl]carbamate

HRID 338911Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 338911
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[C:7]([CH:14]=O)[CH:6]=[CH:5]2.[F:16][C:17]([F:41])([F:40])[C@H:18]([N:27]1[CH2:31][CH2:30][C@H:29]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[CH2:28]1)[C:19]1[CH:20]=[N:21][C:22]([NH:25][NH2:26])=[CH:23][CH:24]=1>C(O)C>[F:40][C:17]([F:16])([F:41])[C@H:18]([N:27]1[CH2:31][CH2:30][C@H:29]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:37])([CH3:38])[CH3:36])[CH2:28]1)[C:19]1[CH:20]=[N:21][C:22]([NH:25]/[N:26]=[CH:14]/[C:7]2[CH:6]=[CH:5][C:4]3[C:9](=[CH:10][C:11]([O:12][CH3:13])=[C:2]([F:1])[CH:3]=3)[N:8]=2)=[CH:23][CH:24]=1

Komponenten

4

Edukt 2

HCID 86707414tert-butyl (S)-1-((R)-2,2,2-trifluoro-1-(6-hydrazinylpyridin-3-yl)ethyl)pyrrolidin-3-ylcarbamateHCID 867074436-Fluoro-7-methoxyquinoline-2-carbaldehyde

Produkt 1

HCID 140629013tert-butyl N-[(3S)-1-[(1R)-2,2,2-trifluoro-1-[6-[(2E)-2-[(6-fluoro-7-methoxyquinolin-2-yl)methylidene]hydrazinyl]-3-pyridinyl]ethyl]pyrrolidin-3-yl]carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 6-fluoro-7-methoxyquinoline-2-carbaldehyde (54.7 mg, 0.266 mmol) in ethanol (5 mL) was added tert-butyl (S)-1-((R)-2,2,2-trifluoro-1-(6-hydrazinylpyridin-3-yl)ethyl)pyrrolidin-3-ylcarbamate (100 mg, 0.266 mmol) and the reaction was stirred for 24 hours at ambient temperature. The reaction was concentrated to dryness and used as is in the next step.

Aufarbeitung

  1. concentrationThe reaction was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-d91909cb26f6410fabe1fbf5fcd54bbc
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08889704B2

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