N-Ethylpyridine-4-methylamine → HCID 56591618, compound

HRID 874206Notes

Reaction equation

HRID 874206 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:10]=[C:11]3[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]3[C:18]=2[CH2:19][C:20](O)=[O:21])[CH:5]=[CH:6][C:7]=1[Cl:8].[N:23]1[CH:28]=[CH:27][C:26]([CH2:29][NH:30][CH2:31][CH3:32])=[CH:25][CH:24]=1>>[ClH:1].[CH2:31]([N:30]([CH2:29][C:26]1[CH:27]=[CH:28][N:23]=[CH:24][CH:25]=1)[C:20](=[O:21])[CH2:19][C:18]1[N:12]2[CH:13]=[CH:14][C:15]([CH3:17])=[CH:16][C:11]2=[N:10][C:9]=1[C:4]1[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=1)[CH3:32]

Participants

3

Reactant 2

HCID 96681N-Ethylpyridine-4-methylamineHCID 89521808HCID 89521808, compound

Product 1

HCID 56591618HCID 56591618, compoundYield 72.1%

Procedure

According to the method of Example 14, 2-(3,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyridine-3-acetic acid and N-(4-pyridinylmethyl)ethylamine were used as raw materials for synthesis, to obtain white solid powder, yield 72.1%. m.p. 250-252° C., ESI-MS m/z: 454[M+H]+, 1H NMR(DMSO-d6, 400 MHz)δ: 1.09(t, 0.7H, J=7.00 Hz), 1.25(t, 2.3H, J=7.00 Hz), 2.57(s, 2.3H), 2.58(s, 0.7H), 3.38(q, 0.5H, J=7.00 Hz), 3.62(q, 1.5H, J=7.00 Hz), 4.32(s, 0.5H), 4.62(s, 1.5H), 4.79(s, 1.5H), 5.02(s, 0.5H), 7.41-7.43(m, 1H), 7.63-7.66(dd, 1H, J=8.40 Hz, 2.24 Hz), 7.79(s, 1H), 7.84-7.87(m, 2H), 7.89-7.90(d, 1H, J=2.24 Hz), 7.96-7.98(d, 1H, J=8.40 Hz), 8.69-8.77(m, 1H), 8.80-8.84(m, 2H).

Workup

  1. customwere used as raw materials for synthesis
  2. customto obtain white solid powder, yield 72.1%

Sources & evidence

ORD record
ord-2e024c8bddb74ebbabd4fa614e106eef
Source dataset
uspto-grants-2015_03
Patent number
US08980887B2

Reaction notes

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