3-Methylpiperidine → HCID 59553302, compound

HRID 1171262Notes

Reaction equation

Cl[C:2]1[CH:3]=[C:4]([CH:27]=[C:28]([CH3:30])[N:29]=1)[C:5]([NH:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)=[CH:10][CH:9]=1)=[O:6].[CH3:31][CH:32]1[CH2:37][CH2:36][CH2:35][NH:34][CH2:33]1>>[N:21]1([CH2:20][CH2:19][O:18][C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:8]([NH:7][C:5]([C:4]3[CH:27]=[C:28]([CH3:30])[N:29]=[C:2]([N:34]4[CH2:35][CH2:36][CH2:37][CH:32]([CH3:31])[CH2:33]4)[CH:3]=3)=[O:6])=[CH:9][CH:10]=2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

Participants

Reactant 2

HCID 790813-Methylpiperidine

HCID 59553289HCID 59553289, compound

Product 1

HCID 59553302HCID 59553302, compound

Procedure

Compound is formed by reacting 2-chloro-6-methyl-N-[4-(2-morpholin-4-yl-ethoxy)-naphthalen-1-yl]-isonicotinamide with 3-methylpiperidine under conditions described in general procedure A. 1H NMR (300 MHz, DMSO-d6) δ 10.27 (s, 1H), 8.22 (d, 1H), 7.85 (m, 1H), 7.57 (m, 2H), 7.43 (d, 1H), 7.17 (s, 1H), 7.04 (d, 1H), 6.99 (s, 1H), 4.31 (m, 2H), 3.60 (t, 4H), 2.88 (t, 2H), 2.79 (t, 2H), 2.56 (t, 4H), 2.39 (s, 3H), 1.85-1.20 (m, 6H), 1.15 (m, 1H), 0.94 (d, 3H). MS: 489.2 (M+1).

Workup

customCompound is formed

Sources & evidence

ORD record: ord-56bbc4bfab244ce6821d4deccf3a8cd5
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07829560B2

Reaction notes

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