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

HRID 2002078
Notes
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Reaction equation

HRID 2002078 reaction equation
CC[SiH](CC)CC.Clc1cc(Cl)c(O[CH:1]=[O:2])c(Cl)c1.[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]
ParticipantsConditionsSources & evidenceReaction notes

Participants

8

Reactant 3

HCID 6327258TriethylsiliconHCID 537509632,4,6-Trichlorophenyl forMateHCID 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 81531DiisopropylethylamineReagent

Conditions

Temperature
90 °C

Sources & evidence

ORD record
ord-9a6a9fcf9a9243bd983154b5ce158361
Source dataset
39k HTE dataset from Pfizer
DOI
10.1038/s41557
Original link
View source

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes
HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalyst
HCID 6228DimethylformamideSolvent
HCID 117669-PhenylanthraceneInternal standard