3-Ethyl-6-methylpyridin-2-amine → 5-(2,4-dichlorophenyl)-3,6-diethyl-N-(3-ethyl-6-methylpyridin-2-yl)pyrazin-2-amine

HRID 1612153Notes

Reaction equation

HRID 1612153 reaction equation
C(C1[C:4]([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18]C=3)C[C@@H:13]2O)=[N:5]C(CC)=CN=1)C.Br[C:23]1[C:28]([CH2:29][CH3:30])=[N:27][C:26]([C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=2[Cl:38])=[C:25]([CH2:39][CH3:40])[N:24]=1.C(C1C(N)=NC(C)=CC=1)C>>[Cl:38][C:32]1[CH:33]=[C:34]([Cl:37])[CH:35]=[CH:36][C:31]=1[C:26]1[N:27]=[C:28]([CH2:29][CH3:30])[C:23]([NH:5][C:4]2[C:16]([CH2:17][CH3:18])=[CH:15][CH:20]=[C:12]([CH3:13])[N:11]=2)=[N:24][C:25]=1[CH2:39][CH3:40]

Participants

4

Reactant 3

HCID 30163113-Ethyl-6-methylpyridin-2-amineHCID 221474372-Bromo-5-(2,4-dichlorophenyl)-3,6-diethylpyrazineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 102877735-(2,4-dichlorophenyl)-3,6-diethyl-N-(3-ethyl-6-methylpyridin-2-yl)pyrazin-2-amine

Procedure

Following the procedure for the preparation of (1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol but substituting 2-bromo-5-(2,4-dichlorophenyl)-3,6-diethylpyrazine and 3-ethyl-6-methylpyridin-2-amine, and making non-critical variations provided the title compound as a oil: 1H NMR (DMSO-d6) δ 0.95, 1.15, 2.33, 2.31, 2.51, 2.70, 6.95, 7.51, 7.75, 8.57; HRMS (ESI+) calcd for C22H24Cl2N4 (M+H)+ 415.1456, found 415.1442.

Sources & evidence

ORD record
ord-bb5a953b540144c49ec276b33e6e5e11
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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