6-Ethyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-amine → N-(3,6-diethylpyrazin-2-yl)-6-ethyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-amine

HRID 1824171Notes

Reaction equation

HRID 1824171 reaction equation
[CH2:1]([C:3]1[C:4](N[C@@H]2C3C(=CC=CC=3)C[C@@H]2O)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2].[CH2:22]([CH:24]1[CH:32]([NH2:33])[C:27]2=[N:28][CH:29]=[CH:30][CH:31]=[C:26]2[CH2:25]1)[CH3:23]>>[CH2:1]([C:3]1[C:4]([NH:33][CH:32]2[C:27]3=[N:28][CH:29]=[CH:30][CH:31]=[C:26]3[CH2:25][CH:24]2[CH2:22][CH3:23])=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 221473446-Ethyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-amineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 22147247N-(3,6-diethylpyrazin-2-yl)-6-ethyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-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 6-ethyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-amine and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ) 8.43, 7.68, 7.59, 7.16, 5.44, 5.19, 3.12–3.02, 2.82–2.63, 1.43–1.25, 0.88; HRMS (FAB) calcd for C18H24N4+H 297.2079, found 297.2080.

Sources & evidence

ORD record
ord-ecce499d3e8049cfa3664077aa900901
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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