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Synthesis of KBS37 (precursor for KBS39)

Klementine Burrell-Sander edited this page Oct 3, 2023 · 9 revisions

Reaction scheme for KBS37 (GitHub)

KBS34 - Synthesis of methyl quinoline-2-carboxylate

KBS34-1 - 82%

KBS34-2 - 55%

Characterisation

LRMS (ESI+) m/z 188.16 [M+H]+, 210.12 [M+Na]+

KBS34-1.d.zip

KBS34-1.pdf

KBS35 - Formation of propanoate intermediate

KBS35-1 - 27%

KBS35-2 - 37%

KBS35-3 - 46%

Characterisation

1H NMR (300 MHz, Chloroform-d) δ 8.14 – 8.05 (m, 1H), 8.00 (d, J = 8.5 Hz, 1H), 7.90 (dd, J = 8.6, 1.6 Hz, 1H), 7.62 – 7.46 (m, 2H), 7.35 (ddd, J = 8.3, 7.0, 1.3 Hz, 1H), 4.33 (qd, J = 7.1, 1.4 Hz, 2H), 1.25 (td, J = 7.2, 1.4 Hz, 3H).

13C NMR (75 MHz, CDCl3) δ 164.93, 147.78, 147.11, 136.86, 130.24, 129.83, 128.83, 128.13, 127.17, 120.57, 77.63, 77.20, 76.77, 61.78, 14.02.

KBS35 proton and carbon 300 MHz.pdf

KBS35-3_1.zip

KBS35-3_10.zip

LRMS (ESI+) m/z266.15 [M+Na]+, 242.05 [M-H]-, 507.20 [2M - 2H + Na]-.

KBS35-1.pdf

KBS35-1.d.zip

KBS37 - Synthesis of 2-acetyl-quinoline

KBS37-1 - 75%

KBS37-2 - 64%

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