1-(2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-piperidinone → HCID 21480582, compound

HRID 1490216Notes

Reaction equation

Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH2:8][O:9][Si:10]([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11])[CH:7]=1.[Cl:17][C:18]1[CH:31]=[CH:30][C:29]2[CH:28]3[CH2:32][C:21]([CH2:33][N:34]4[CH2:39][CH2:38][C:37](=[O:40])[CH2:36][CH2:35]4)([C:22]4[C:27]3=[CH:26][CH:25]=[CH:24][CH:23]=4)[C:20]=2[CH:19]=1>>[Si:10]([O:9][CH2:8][C:6]1[CH:7]=[C:2]([C:37]2([OH:40])[CH2:38][CH2:39][N:34]([CH2:33][C:21]34[CH2:32][CH:28]([C:29]5[CH:30]=[CH:31][C:18]([Cl:17])=[CH:19][C:20]=53)[C:27]3[C:22]4=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:35][CH2:36]2)[CH:3]=[N:4][CH:5]=1)([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:12])[CH3:11]

Participants

Reactant 2

HCID 214806221-(2-Chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-piperidinone

HCID 219840913-Bromo-5-(((tert-butyldimethylsilyl)oxy)methyl)pyridine

Product 1

HCID 21480582HCID 21480582, compoundYield 51%

Procedure

Using a procedure similar to that described in example 1 except employing 3-bromo-5-(tert-butyldimethylsilyl)oxymethylpyridine (described in example 69b) and 1-(2-chloro-9,10-dihydro-9,10-methanoanthracen-9-ylmethyl)-4-piperidinone (described in example 1m), the title compound was formed in 51% yield as an oil. TLC analysis (Rf 0.20, 25% ethyl acetate in hexane). MS (CI, CH4) m/z 561 (M+1,100), 563 (40), 589 (M+29,20), 545 (26), 429 (26)

Sources & evidence

ORD record: ord-6663f6e7b56e4e42b665204d66d86f67
Source dataset: uspto-grants-1997_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05681840

Reaction notes

Loading…