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(Difluoromethyl)trimethylsilane → tert-butyl 6-(difluoromethyl)-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylate

HRID 2033441
Notes
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Reaction equation

HRID 2033441 reaction equation
C[Si]([CH:1]([F:3])[F:2])(C)C.[CH3:4][C:5]([O:8][C:9]([N:11]1[CH2:28][c:27]([c:14]2[CH2:13][CH2:12]1)[c:18]([O:19][CH2:20][c:21]3[cH:26][cH:25][cH:24][cH:23][cH:22]3)[cH:17][c:16](Br)[cH:15]2)=[O:10])([CH3:7])[CH3:6]>>[CH3:4][C:5]([O:8][C:9]([N:11]1[CH2:28][c:27]([c:14]2[CH2:13][CH2:12]1)[c:18]([O:19][CH2:20][c:21]3[cH:26][cH:25][cH:24][cH:23][cH:22]3)[cH:17][c:16]([CH:1]([F:3])[F:2])[cH:15]2)=[O:10])([CH3:7])[CH3:6]
ParticipantsConditionsSources & evidenceReaction notes

Participants

8

Reactant 2

HCID 11170968(Difluoromethyl)trimethylsilaneHCID 132189892tert-butyl 6-bromo-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylate

Product 1

HCID 132190055tert-butyl 6-(difluoromethyl)-8-phenylmethoxy-3,4-dihydro-1H-isoquinoline-2-carboxylate

Reagents, catalysts & solvents 5

HCID 23676156Sodium t-butoxideReagentHCID 167845

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-7707ab4aa13f4682869c8e84d1c10310
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
palladium(II) acetate
Catalyst
HCID 634876Binap, (A+-)-Catalyst
HCID 312751,4-DioxaneSolvent
HCID 117669-PhenylanthraceneInternal standard