N-Ethylpyridine-4-methylamine → HCID 56591520, compound

HRID 874201Notes

Reaction equation

HRID 874201 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[CH:15]=[C:14]([CH3:16])[CH:13]=[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]=[CH:13][C:14]([CH3:16])=[CH:15][C:10]2=[N:9][C:8]=1[C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH3:31]

Participants

3

Reactant 2

HCID 96681N-Ethylpyridine-4-methylamineHCID 185457132-(4-Chlorophenyl)-7-methylimidazo[1,2-a]pyridine-3-acetic acid

Product 1

HCID 56591520HCID 56591520, compoundYield 69.5%

Procedure

According to the method of Example 14, 2-(4-chlorophenyl)-7-methylimidazo[1,2-a]pyridine-3-acetic acid and N-(4-pyridinylmethyl)ethylamine were used as raw materials for synthesis, yellow solid powder, yield 69.5%. m.p. 245-247° C., ESI-MS m/z: 420[M+H]+, 1H NMR(D2O, 400 MHz)δ: 0.95(t, 0.7H, J=7.00 Hz), 1.11(t, 2.3H, J=7.00 Hz), 2.38(s, 2.3H), 2.39(s, 0.7H), 3.27(q, 0.5H, J=7.00 Hz), 3.52(q, 1.5H, J=7.00 Hz), 4.06(s, 0.5H), 4.39(s, 1.5H), 4.66(s, 1.5H), 4.88(s, 0.5H), 7.16-7.28(m, 2H), 7.35-7.47(m, 4H), 7.50(s, 1H), 7.65-7.66(m, 1H), 8.14-8.26(m, 1H), 8.44-8.51(m, 2H).

Workup

  1. customwere used as raw materials for synthesis, yellow solid powder, yield 69.5%

Sources & evidence

ORD record
ord-7db29560eb174cd2811fb1fe0f8dd5d1
Source dataset
uspto-grants-2015_03
Patent number
US08980887B2

Reaction notes

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