6,7-Dihydro-5H-cyclopenta[b]pyridin-5-amine → 6-Ethyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-amine

HRID 1824170Notes

Reaction equation

HRID 1824170 reaction equation
N1C=CC=C2C(N)CCC=12.[CH2:11]([CH:13]1[CH2:14][C:15]2[C:16](/[C:21]/1=[N:22]\O)=[N:17][CH:18]=[CH:19][CH:20]=2)[CH3:12]>>[CH2:11]([CH:13]1[CH:21]([NH2:22])[C:16]2=[N:17][CH:18]=[CH:19][CH:20]=[C:15]2[CH2:14]1)[CH3:12]

Participants

3

Reactant 2

HCID 221473916,7-Dihydro-5H-cyclopenta[b]pyridin-5-amineHCID 136010242(NZ)-N-(6-ethyl-5,6-dihydrocyclopenta[b]pyridin-7-ylidene)hydroxylamine

Product 1

HCID 221473446-Ethyl-6,7-dihydro-5H-cyclopenta[b]pyridin-7-amine

Procedure

Following the procedure for the preparation of 6,7-dihydro-5H-cyclopenta[b]pyridin-5-amine but substituting (7Z)-6-ethyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one oxime and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ) 8.40, 7.51, 7.10, 4.30, 3.95, 3.07, 2.95, 2.74, 2.50, 2.38, 2.03–1.93, 1.75, 1.57, 1.40, 1.09–0.97; HRMS (FAB) calcd for C10H14N2+H 163.1235, found 163.1229.

Sources & evidence

ORD record
ord-da589dcb96904bc9b11e13ca9cbd0186
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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