HCID 71182966, compound → HCID 71201917, compound

HRID 1908679Notes

Reaction equation

CC1C=CC([C@@H](N[C:11]([C@H:13]2[CH2:15][C@@H:14]2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:12])C)=NC=1.Cl.[CH2:23]([O:25][C:26]1[N:31]=[CH:30][C:29]([C@@H:32]([NH2:34])[CH3:33])=[CH:28][CH:27]=1)[CH3:24]>>[CH2:23]([O:25][C:26]1[N:31]=[CH:30][C:29]([C@@H:32]([NH:34][C:11]([C@H:13]2[CH2:15][C@@H:14]2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:12])[CH3:33])=[CH:28][CH:27]=1)[CH3:24]

Participants

Reactant 2

HCID 71182966HCID 71182966, compound

HCID 71201916HCID 71201916, compound

Product 1

HCID 71201917HCID 71201917, compound

Procedure

Prepared analogously to Compound 2 using IM46 and commercially available (S)-1-(6-ethoxy-pyridin-3-yl)-ethylamine hydrochloride (Supplier Sial Gmbh, Catalog No 528261-HCl, Lot no LNA098). Yield=0.30 g (39%). 1H NMR (500 MHz, DMSO) δ 8.54 (d, 1H), 8.08 (s, 1H), 7.62 (d, 1H), 7.27 (m, 2H), 7.16 (m, 1H), 7.12 (d, 2H), 6.73 (d, 1H), 4.92 (m, 1H), 4.25 (q, 2H), 2.20 (m, 1H), 1.91 (m, 1H), 1.35 (m, 4H), 1.30 (t, 3H), 1.19 (m, 1H). LC-MS (m/z) 311.4 (MH+), tR=1.45 min (method A).

Sources & evidence

ORD record: ord-263cf71129d34daa94497d0ef3dbdbba
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598213B2

Reaction notes

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