(2-chloro-6-methyl-pyrimidin-4-yl)-diethyl-amine → HCID 44193276, compound

HRID 1855432Notes

Reaction equation

HRID 1855432 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:15])[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.Cl[C:17]1[N:22]=[C:21]([N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH:20]=[C:19]([CH3:28])[N:18]=1>>[CH2:26]([N:23]([CH2:24][CH3:25])[C:21]1[CH:20]=[C:19]([CH3:28])[N:18]=[C:17]([NH:15][C:5]2[CH:6]=[CH:7][C:8]([N:9]3[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[N:22]=1)[CH3:27]

Participants

3

Reactant 2

HCID 12315789(2-chloro-6-methyl-pyrimidin-4-yl)-diethyl-amineHCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

Product 1

HCID 44193276HCID 44193276, compoundYield 65%

Procedure

The title compound was prepared from 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (67 mg, 0.33 mmol) and (2-chloro-6-methyl-pyrimidin-4-yl)-diethyl-amine (67 mg, 0.33 mmol) in analogous manner as described in example 90. It was obtained in 65% yield as a light yellow viscous oil. MS ISP (m/e): 367.2 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.15 (s, 1H), 7.88 (s, 1H), 7.63 (s, 1H), 7.32 (d, 1H), 7.16 (d, 1H), 7.01 (s, 1H), 6.00 (s, 1H), 3.78 (s, 3H), 3.51 (br q, 4H), 2.20 (s, 3H), 2.14 (s, 3H), 1.13 (t, 6H).

Workup

  1. customIt was obtained in 65% yield as a light yellow viscous oil

Sources & evidence

ORD record
ord-6a8b317151d0434cb2e75af5acb4ac77
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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