2-Pyridineethanamine → HCID 58167995, compound

HRID 1029296Notes

Reaction equation

Cl[C:2]1[CH:16]=[CH:15][C:5]2[C:6](=[O:14])[NH:7][C:8]3[C:13]([C:4]=2[CH:3]=1)=[CH:12][CH:11]=[CH:10][N:9]=3.[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][CH2:24][NH2:25]>>[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23][CH2:24][NH:25][C:2]1[CH:16]=[CH:15][C:5]2[C:6](=[O:14])[NH:7][C:8]3[C:13]([C:4]=2[CH:3]=1)=[CH:12][CH:11]=[CH:10][N:9]=3

Participants

Reactant 2

HCID 759192-Pyridineethanamine

HCID 581682989-chloro-5H-benzo[c][1,8]naphthyridin-6-one

Product 1

HCID 58167995HCID 58167995, compoundYield 5%

Procedure

The title compound was synthesized according to the procedure described for the preparation of Example 456 using 6 (162 mg, 0.70 mmol) and 2-(pyridin-2-yl)ethanamine (343 mg, 2.81 mmol) to provide 477 (10 mg, 5% yield) as a white powder. LC-MS (M+H=317, obsd.=317). 1H NMR (400 MHz, DMSO-D6) δ 11.52 (s, 1H), 8.73 (dd, J=6.6, 27.5, 2H), 8.44 (d, J=4.7, 1H), 8.15 (m, 1H), 8.00 (d, J=8.8, 1H), 7.63 (m, 2H), 7.19 (m, 2H), 6.97 (t, J=43.4, 1H), 3.71 (t, J=6.9, 2H), 3.25 (t, J=6.8, 2H).

Workup

customThe title compound was synthesized

Sources & evidence

ORD record: ord-f248e55f1981451aa5ae7d1ff6fe90d9
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08735584B2

Reaction notes

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