BROMINE CHLORIDE (BrCl) → 2-{2-Bromo-4-[5-(4-chlorophenyl)-3-fluoropyridin-2-ylethynyl]phenoxy}ethanol

HRID 734804

Reaction equation

HRID 734804 reaction equation
[Br:1][C:2]1[CH:11]=[C:10](I)[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][OH:7].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:21]=[C:22]([F:28])[C:23]([C:26]#[CH:27])=[N:24][CH:25]=2)=[CH:16][CH:15]=1.BrCl>>[Br:1][C:2]1[CH:11]=[C:10]([C:27]#[C:26][C:23]2[C:22]([F:28])=[CH:21][C:20]([C:17]3[CH:18]=[CH:19][C:14]([Cl:13])=[CH:15][CH:16]=3)=[CH:25][N:24]=2)[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][OH:7]

Participants

4

Reactant 3

HCID 61697BROMINE CHLORIDE (BrCl)2×HCID 600554165-(4-Chlorophenyl)-2-ethynyl-3-fluoropyridineHCID 690624432-(2-Bromo-4-iodophenoxy)ethanol

Product 1

HCID 690648802-{2-Bromo-4-[5-(4-chlorophenyl)-3-fluoropyridin-2-ylethynyl]phenoxy}ethanol

Procedure

The product was prepared analogously to Example 7.1e starting from 2-(2-bromo-4-iodophenoxy)ethanol and 5-(4-chlorophenyl)-2-ethynyl-3-fluoropyridine. Yield: 1.60 g (82% of theoretical); C21H14BrClFNO2 (M=446.697); calc.: molpeak (M+H)+: 446/448/450 (BrCl); found: molpeak (M+H)+: 446/448/450 (BrCl); HPLC-MS: 6.38 minutes (method B).

Workup

  1. customThe product was prepared analogously to Example 7.1e
  2. custom6.38 minutes (method B)

Sources & evidence

ORD record
ord-f24aba2a1790406dbb8c819b2ab39e14
Source dataset
uspto-grants-2009_09
Patent number
US07592358B2

Linked notes

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