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

HRID 1824161Notes

Reaction equation

HRID 1824161 reaction equation
[CH2:1]([C:3]1[C:4]([NH:11][C@@H:12]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18]C=3)[CH2:14][C@@H:13]2O)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2].[N:22]1C=CC=C2CCC(N)C=12>>[CH2:1]([C:3]1[C:4]([NH:11][CH:12]2[C:20]3=[N:22][CH:18]=[CH:17][CH:16]=[C:15]3[CH2:14][CH2:13]2)=[N:5][C:6]([CH2:9][CH3:10])=[CH:7][N:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 120990656,7-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 22147455N-(3,6-diethylpyrazin-2-yl)-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 6,7-dihydro-5H-cyclopenta[b]pyridin-7-amine and making non-critical variations provided the title compound as a oil: 1H NMR (300 MHz, CDCl3) δ) 8.46, 7.60, 7.17, 5.37, 5.25, 3.11–2.95, 2.75–2.61, 1.94–1.81, 1.36–1.26; (MS/CI) calcd for C16H20N4+H 269.4, found 269.3.

Sources & evidence

ORD record
ord-87de514c2da24e1d94169caeedffcfbb
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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