HCID 71201914, compound → HCID 71201919, compound

HRID 1908675Notes

Reaction equation

HRID 1908675 reaction equation
[CH:1]([O:4][C:5]1[N:10]=[CH:9][C:8]([C@@H:11]([NH:13][C:14]([C@H:16]2[CH2:18][C@@H:17]2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:15])[CH3:12])=[CH:7][CH:6]=1)(C)C.COC1N=CC([C@@H](N)C)=CC=1>>[CH3:1][O:4][C:5]1[N:10]=[CH:9][C:8]([C@@H:11]([NH:13][C:14]([C@H:16]2[CH2:18][C@@H:17]2[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:15])[CH3:12])=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 71201914HCID 71201914, compoundHCID 78961010HCID 78961010, compound

Product 1

HCID 71201919HCID 71201919, compound

Procedure

Prepared analogously to Compound 1 using IM46 and commercially available (S)-1-(6-methoxy-pyridin-3-yl)-ethylamine (Supplier Netchem Inc., Catalog No 517706). Yield=0.88 g (66%). 1H NMR (500 MHz, DMSO) δ 8.55 (d, 1H), 8.10 (s, 1H), 7.63 (d, 1H), 7.27 (m, 2H), 7.17 (m, 1H), 7.10 (d, 2H), 6.78 (d, 1H), 4.93 (m, 1H), 3.72 (s, 3H), 2.21 (m, 1H), 1.90 (m, 1H), 1.37 (m, 4H), 1.20 (m, 1H). LC-MS (m/z) 297.4 (MH+), tR=1.36 min (method A).

Sources & evidence

ORD record
ord-345193116cad43b3a599c40e767bee0b
Source dataset
uspto-grants-2013_12
Patent number
US08598213B2

Reaction notes

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