Methyl triflate → HCID 86658834, compound

HRID 1466349Notes

Reaction equation

HRID 1466349 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-2233bc1402bc442c8b43c02eb59dfa05
Source dataset
uspto-grants-2015_04
Patent number
US08999968B2

Reaction notes

Loading…