Methylamine → HCID 58213641, compound

HRID 1479664Notes

Reaction equation

HRID 1479664 reaction equation
[NH2:1][C:2]1[C:11]2[N:10]=[CH:9][C:8]([CH2:12][CH2:13][C:14]3[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=3)=[CH:7][C:6]=2[C:5]2[CH:22]=[CH:23][C:24]([CH3:26])=[CH:25][C:4]=2[N:3]=1.[CH3:27][NH2:28].C(O)(C(F)(F)F)=O>>[CH3:26][C:24]1[CH:23]=[CH:22][C:5]2=[C:6]3[C:11](=[C:2]([NH2:1])[N:3]=[C:4]2[CH:25]=1)[N:10]=[CH:9][C:8]([CH2:12][CH2:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH:28][CH3:27])=[CH:16][CH:15]=1)=[CH:7]3

Participants

4

Reactant 3

HCID 6329MethylamineHCID 6422Trifluoroacetic acidHCID 86652362HCID 86652362, compound

Product 1

HCID 58213641HCID 58213641, compound

Procedure

8-Methyl-2-(4-((methylamino)methyl)phenethyl)benzo[f][1,7]naphthyridin-5-amine was prepared from 4-(2-(5-Amino-8-methylbenzo[f][1,7]naphthyridin-2-yl)ethyl)benzaldehyde (from Example 172/Step 1) and methylamine following the procedures described for Example 172, step 2. 1H NMR (Acetone-d6) TFA Salt: δ 8.95 (s, 1H), 8.88 (s, 1H), 8.43 (d, 1H), 7.58 (s, 1H), 7.54 (d, 2H), 7.42 (d, 1H), 7.37 (d, 2H), 4.30 (s, 2H), 3.32-3.37 (m, 4H), 2.75 (s, 3H), 2.55 (s, 3H). LRMS [M+H]=357.2

Sources & evidence

ORD record
ord-f80da2af3b774d6b82014b61118b4ffb
Source dataset
uspto-grants-2016_08
Patent number
US09408907B2

Reaction notes

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