N-Ethylpyridine-4-methylamine → HCID 56591904, compound

HRID 874210Notes

Reaction equation

HRID 874210 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][N:11]3[C:17]=2[CH2:18][C:19](O)=[O:20])=[CH:4][CH:3]=1.[N:22]1[CH:27]=[CH:26][C:25]([CH2:28][NH:29][CH2:30][CH3:31])=[CH:24][CH:23]=1>>[ClH:1].[CH2:30]([N:29]([CH2:28][C:25]1[CH:26]=[CH:27][N:22]=[CH:23][CH:24]=1)[C:19](=[O:20])[CH2:18][C:17]1[N:11]2[CH:12]=[C:13]([CH3:16])[CH:14]=[CH:15][C:10]2=[N:9][C:8]=1[C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)[CH3:31]

Participants

3

Reactant 2

HCID 96681N-Ethylpyridine-4-methylamineHCID 24256655HCID 24256655, compound

Product 1

HCID 56591904HCID 56591904, compoundYield 32.9%

Procedure

According to the method of Example 14, 2-(4-chlorophenyl)-6-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 32.9%. m.p. 229-231° C., ESI-MS m/z: 420[M+H]+, 1H NMR(DMSO-d6, 400 MHz)δ: 1.11(t, 0.6H, J=7.00 Hz), 1.25(t, 2.4H, J=7.00 Hz), 2.47(s, 2.4H), 2.49(s, 0.6H), 3.42(q, 0.4H, J=7.00 Hz), 3.63(q, 1.6H, J=7.00 Hz), 4.25(s, 0.4H), 4.56(s, 1.6H), 4.78(s, 1.6H), 5.01(s, 0.4H), 7.55-7.58(m, 1H), 7.65-7.76(m, 4H), 7.84-7.86(m, 2H), 7.90-7.92(m, 1H), 8.71(s, 1H), 8.80-8.84(m, 2H).

Workup

  1. customwere used as raw materials for synthesis
  2. customto obtain white solid powder, yield 32.9%

Sources & evidence

ORD record
ord-24031ba59b4c40bbb0f83fc1aa3d211b
Source dataset
uspto-grants-2015_03
Patent number
US08980887B2

Reaction notes

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