2-Methyl-1-nitronaphthalene → HCID 67235893, compound

HRID 390319Notes

Reaction equation

[NH2:1][C:2]1[C:11]2[C:6](=[CH:7]C=[CH:9][CH:10]=2)[C:5]([Br:12])=[CH:4][C:3]=1[C:13]([O:15][CH3:16])=[O:14].CC1C=CC2C(=CC=CC=2)C=1[N+:28]([O-])=O.C1(/C=C/B(O)O)C=CC=CC=1.C([B-](F)(F)F)=C.[K+]>>[NH2:1][C:2]1[C:3]([C:13]([O:15][CH3:16])=[O:14])=[CH:4][C:5]([Br:12])=[C:6]2[C:11]=1[CH:10]=[CH:9][N:28]=[CH:7]2

Participants

Reactant 4

HCID 134322-Methyl-1-nitronaphthalene

HCID 5702628Styrylboronic acid

HCID 23679353Potassium vinyltrifluoroborate

HCID 58431835Methyl 1-amino-4-bromonaphthalene-2-carboxylate

Product 1

HCID 67235893HCID 67235893, compound

Procedure

Methyl 5-amino-8-bromoisoquinoline-6-carboxylate was prepared by the procedure described for the synthesis of methyl 1-amino-4-bromo-2-naphthoate in Example 1, substituting 6-methyl-5-nitroisoquinoline for 2-methyl-1-nitronaphthalene and substituting [(E-2-phenylethenyl]boronic acid for potassium vinyltrifluoroborate.

Sources & evidence

ORD record: ord-b4e3a413cc954621bc6afd843efa703f
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08383638B2

Reaction notes

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