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

HRID 1824165Notes

Reaction equation

HRID 1824165 reaction equation
[CH2:1]([C:3]1[C:4]([NH:11][C@@H:12]2[C:20]3[C:15](=C[CH:17]=[CH:18][CH:19]=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=C2C(N)CCC=12>>[CH2:1]([C:3]1[C:4]([NH:11][CH:12]2[C:20]3[C:15](=[N:22][CH:17]=[CH:18][CH:19]=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 221473916,7-Dihydro-5H-cyclopenta[b]pyridin-5-amineHCID 58583341(1R,2S)-1-[(3,6-diethylpyrazin-2-yl)amino]-2,3-dihydro-1H-inden-2-ol

Product 1

HCID 22147523N-(3,6-diethylpyrazin-2-yl)-6,7-dihydro-5H-cyclopenta[b]pyridin-5-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-5-amine and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ) 8.48, 7.73, 7.66, 7.14, 5.82, 4.54, 3.22–3.07, 2.79, 2.70–2.57, 1.94 1.36–1.27; HRMS (FAB) calcd for C16H20N4+H 269.1766, found 269.1763.

Sources & evidence

ORD record
ord-13e1ed077db24366b1d2b3a880c75791
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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