Methyl triflate → HCID 86658834, compound

HRID 2281799Notes

Reaction equation

HRID 2281799 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]2.[O:12](C)[S:13]([C:16]([F:19])([F:18])[F:17])(=[O:15])=[O:14]>C(Cl)Cl>[F:17][C:16]([F:19])([F:18])[S:13]([O-:15])(=[O:14])=[O:12].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N+:7]([CH3:16])[CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 3136816-Bromoisoquinoline

Product 1

HCID 86658834HCID 86658834, compoundYield 167.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6-bromoisoquinoline (618 mg, 3 mmol) in CH2Cl2 (35 mL) was cooled to 0° C. under argon. Methyl triflate (0.38 mL, 3.3 mmol) was added dropwise and the mixture was warmed to rt. The precipitate was filtered, triturated with ether and dried to give the title compound as a yellow solid (1.03 g, 93%). 1H NMR (400 MHz, CD3OD) δ 9.83 (s, 1H), 8.64-8.56 (m, 2H), 8.41 (d, J=7.0 Hz, 1H), 8.36 (d, J=8.8 Hz, 1H), 8.20 (d, J=9.03 Hz, 1H), 4.53 (s, 3H).

Workup

  1. filtrationThe precipitate was filtered
  2. customtriturated with ether
  3. customdried

Sources & evidence

ORD record
ord-406367a1c5684703bfdcc1b07c59def1
Source dataset
uspto-grants-2015_09
Patent number
US09139563B2

Reaction notes

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