HCID 11769514, compound → HCID 57829783, compound

HRID 1855433Notes

Reaction equation

HRID 1855433 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]([NH:23][CH2:24][CH:25]([CH3:27])[CH3:26])[CH:20]=[C:19]([CH3:28])[N:18]=1>>[CH2:24]([NH:23][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)[CH:25]([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 11769514HCID 11769514, compoundHCID 454801813-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline

Product 1

HCID 57829783HCID 57829783, compoundYield 89%

Procedure

The title compound was prepared from 3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamine (61 mg, 0.30 mmol) and (2-chloro-6-methyl-pyrimidin-4-yl)-isobutyl-amine (66 mg, 0.33 mmol) in analogous manner as described in example 90. It was obtained in 89% yield as a yellow solid. MS ISP (m/e): 367.2 (100) [(M+H)+]. 1H NMR (DMSO-D6, 300 MHz): δ (ppm)=9.12 (s, 1H), 7.97 (s, 1H), 7.63 (s, 1H), 7.34 (d, 1H), 7.13 (d, 1H), 7.10 (br s, 1H), 7.01 (s, 1H), 5.87 (s, 1H), 3.78 (s, 3H), 3.16 (br s, 2H), 2.13 (s, 3H), 1.74 (sept, 1H), 0.91 (d, 6H).

Workup

  1. customIt was obtained in 89% yield as a yellow solid

Sources & evidence

ORD record
ord-dceca550d8444d67900d062600618566
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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