Triethylsilicon → tert-butyl 6-formyl-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylate

HRID 2001266

Reaction equation

HRID 2001266 reaction equation
CC[SiH](CC)CC.C[Si](c1ccccc1)(c2ccccc2)[C:1](O)=[O:2].[CH3:3][C:4]([O:7][C:8]([N:10]1[CH2:27][c:26]([c:13]2[CH2:12][CH2:11]1)[c:17]([O:18][CH2:19][c:20]3[cH:25][cH:24][cH:23][cH:22][cH:21]3)[cH:16][c:15](Br)[cH:14]2)=[O:9])([CH3:6])[CH3:5]>>[CH3:3][C:4]([O:7][C:8]([N:10]1[CH2:27][c:26]([c:13]2[CH2:12][CH2:11]1)[c:17]([O:18][CH2:19][c:20]3[cH:25][cH:24][cH:23][cH:22][cH:21]3)[cH:16][c:15]([CH:1]=[O:2])[cH:14]2)=[O:9])([CH3:6])[CH3:5]

Participants

8

Reactant 3

HCID 6327258TriethylsiliconHCID 679740191-Methyl-1,1-diphenylsilanecarboxylic acidHCID 132189892tert-butyl 6-bromo-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylate

Product 1

HCID 132190424tert-butyl 6-formyl-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylate

Reagents, catalysts & solvents 4

HCID 81531DiisopropylethylamineReagentHCID 60153068Dichloro-(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)palladium(II)CatalystHCID 6228DimethylformamideSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-729619d1e78e4c429e2a0a5babfdc48d
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Linked notes

Loading…