Chroman-4-one oxime → (NZ)-N-(6-ethyl-5,6-dihydrocyclopenta[b]pyridin-7-ylidene)hydroxylamine

HRID 1824169Notes

Reaction equation

HRID 1824169 reaction equation
O1C2C(=CC=CC=2)/C(=[N:11]/[OH:12])/CC1.[CH2:13]([CH:15]1[C:23](=O)[C:18]2=[N:19][CH:20]=[CH:21][CH:22]=[C:17]2[CH2:16]1)[CH3:14]>>[CH2:13]([CH:15]1[CH2:16][C:17]2[C:18](/[C:23]/1=[N:11]\[OH:12])=[N:19][CH:20]=[CH:21][CH:22]=2)[CH3:14]

Participants

3

Reactant 2

HCID 9673039Chroman-4-one oximeHCID 221474816-Ethyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one

Product 1

HCID 136010242(NZ)-N-(6-ethyl-5,6-dihydrocyclopenta[b]pyridin-7-ylidene)hydroxylamine

Procedure

Following the procedure for the preparation of (4E)-2,3-dihydro-4H-chromen-4-one oxime but substituting 6-ethyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, DMSO-d6) δ) 11.21, 8.45, 7.74, 7.29, 3.27, 3.11, 2.65, 1.84, 1.46, 0.85; HRMS (FAB) calcd for C10H12N2O+H 177.1028, found 177.1029.

Sources & evidence

ORD record
ord-e7303af662474623b2ffa5dab67c6745
Source dataset
uspto-grants-2006_05
Patent number
US07041672B2

Reaction notes

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