Methanol → tert-Butyl 7-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

Reaction equation

[CH3:21][OH:22].[N+:1]([O-:2])(=[O:3])[c:4]1[cH:5][cH:6][c:7]2[c:12]([cH:13]1)[CH2:11][N:10]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:9][CH2:8]2.[OH-:23].[OH-:24].[Pd+2:25]>>[NH2:1][c:4]1[cH:5][cH:6][c:7]2[c:12]([cH:13]1)[CH2:11][N:10]([C:14](=[O:15])[O:16][C:17]([CH3:18])([CH3:19])[CH3:20])[CH2:9][CH2:8]2

Participants

Reactant 4

HCID 887Methanol

HCID 961Hydroxide2×

HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)

HCID 6420695tert-Butyl 7-nitro-3,4-dihydroisoquinoline-2(1H)-carboxylate

Product 1

HCID 22061016tert-Butyl 7-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

Sources & evidence

ORD record: ord-77a1027e086d4388a4b01bba462ffa09
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (8/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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