(9,10-Dihydro-9,10-methanoanthracen-9-ylmethyl)-4-piperidinone → HCID 21480638, compound

HRID 1490217Notes

Reaction equation

HRID 1490217 reaction equation
[CH:1]1[C:14]2[C:13]3([CH2:16][N:17]4[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]4)[CH2:15][CH:6]([C:7]4[C:12]3=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:5]=2[CH:4]=[CH:3][CH:2]=1.Br[C:25]1[CH:26]=[N:27][CH:28]=[C:29]([CH2:31][O:32][Si:33]([C:36]([CH3:39])([CH3:38])[CH3:37])([CH3:35])[CH3:34])[CH:30]=1>>[Si:33]([O:32][CH2:31][C:29]1[CH:30]=[C:25]([C:20]2([OH:23])[CH2:21][CH2:22][N:17]([CH2:16][C:13]34[CH2:15][CH:6]([C:7]5[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=53)[C:5]3[C:14]4=[CH:1][CH:2]=[CH:3][CH:4]=3)[CH2:18][CH2:19]2)[CH:26]=[N:27][CH:28]=1)([C:36]([CH3:39])([CH3:38])[CH3:37])([CH3:35])[CH3:34]

Participants

3

Reactant 2

HCID 21480605(9,10-Dihydro-9,10-methanoanthracen-9-ylmethyl)-4-piperidinoneHCID 219840913-Bromo-5-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

Product 1

HCID 21480638HCID 21480638, compoundYield 62%

Procedure

Using a procedure similar to that described in example 1 except starting with 1-(9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-piperidinone (described in example 5d) and employing 3-bromo-5-(tert-butyldimethylsilyl)oxymethylpyridine (described in example 69b), the title compound was formed in 62% yield as an oil. TLC analysis (Rf 0.25, 30% ethyl acetate in hexane). MS (CI, CH4) m/z 527 (M+1,100), 555 (M+29,14), 509 (20),395 (20)

Sources & evidence

ORD record
ord-50c564206002423aa7d10a802cfedd1a
Source dataset
uspto-grants-1997_10
Patent number
US05681840

Reaction notes

Loading…