2-Amino-4,6-dimethylpyridine → 5-(2,4-dichlorophenyl)-N-(4,6-dimethylpyridin-2-yl)-3,6-diethylpyrazin-2-amine

HRID 1612154Notes

Reaction equation

HRID 1612154 reaction equation
C(C1[C:4]([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16]C=CC=3)[CH2:14][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.CC1C=C(C)N=C(N)C=1>>[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[CH:16]=[C:15]([CH3:14])[CH:20]=[C:12]([CH3:13])[N:11]=2)=[N:24][C:25]=1[CH2:39][CH3:40]

Participants

4

Reactant 3

HCID 215072-Amino-4,6-dimethylpyridineHCID 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 101729915-(2,4-dichlorophenyl)-N-(4,6-dimethylpyridin-2-yl)-3,6-diethylpyrazin-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 4,6-dimethylpyridin-2-amine, and making non-critical variations provided the title compound as a oil: 1H NMR (CDCl3) δ 1.31, 1.38, 2.37, 2.46, 2.62, 2.90, 6.68, 7.31, 7.37, 7.52, 8.28; HRMS (ESI+) Calcd for C21H22Cl2N4 (M+H)+ 401.1299, found 401.1317.

Sources & evidence

ORD record
ord-37dd0c949836423dafc64776b7bdcd03
Source dataset
uspto-grants-2006_01
Patent number
US06992087B2

Reaction notes

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