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

HRID 2001263

Reaction equation

HRID 2001263 reaction equation
[CH3:1][C:2]([O:5][C:6]([N:8]1[CH2:25][c:24]([c:11]2[CH2:10][CH2:9]1)[c:15]([O:16][CH2:17][c:18]3[cH:23][cH:22][cH:21][cH:20][cH:19]3)[cH:14][c:13](Br)[cH:12]2)=[O:7])([CH3:4])[CH3:3].[O:26]=[CH:27]N1S(=O)(=O)c(c2C1=O)cccc2.CC[SiH](CC)CC>>[CH3:1][C:2]([O:5][C:6]([N:8]1[CH2:25][c:24]([c:11]2[CH2:10][CH2:9]1)[c:15]([O:16][CH2:17][c:18]3[cH:23][cH:22][cH:21][cH:20][cH:19]3)[cH:14][c:13]([CH:27]=[O:26])[cH:12]2)=[O:7])([CH3:4])[CH3:3]

Participants

9

Reactant 3

HCID 6327258TriethylsiliconHCID 546716891,1,3-Trioxo-1,3-dihydro-2H-1lambda~6~,2-benzothiazole-2-carbaldehydeHCID 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 5

HCID 81531DiisopropylethylamineReagentHCID 167845palladium(II) acetateCatalystHCID 5165044(5,5'-Dichloro-6,6'-dimethoxy-2,2'-biphenyldiyl)bis(diphenylphosphine)CatalystHCID 6228DimethylformamideSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-65079da1182f49aebb4c12cd64836400
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Linked notes

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