Diethyl Ether → HCID 9899683, compound

HRID 902086Notes

Reaction equation

HRID 902086 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[CH:15]=[N:14][CH:13]=[C:12]([CH3:16])[N:11]=2)[CH:5]=[CH:6][CH:7]=1.C(OCC)C.C(Cl)[Cl:23]>>[ClH:23].[F:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[CH:15]=[N:14][CH:13]=[C:12]([CH3:16])[N:11]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6344DichloromethaneHCID 9899684HCID 9899684, compound

Product 1

HCID 9899683HCID 9899683, compoundYield 60%

Procedure

2-[(3-Fluorophenyl)ethynyl]-6-methylpyrazine (520 mg, 2.45 mmol) was dissolved in CH2Cl2 (3 mL), and the resulting solution was treated with HC1in diethyl ether (2.7 mL of a 1.0M solution, 2.7 mmol). The mixture was sonicated, and the solvent decanted. The remaining solid was dried under high vacuum to afford 2-[(3-fluorophenyl)ethynyl]-6-methylpyrazine hydrochloride (338 mg, 60% yield) as a light yellow solid. M.p. 62-63° C. 1H NMR (CDCl3, 300 MHz) Δ8.73 (s, 1H), 8.57 (s, 1H), 7.54-7.35 (m, 3H), 7.28-7.20 (m, 3H), 2.84 (s, 3H).

Workup

  1. customThe mixture was sonicated
  2. customthe solvent decanted
  3. customThe remaining solid was dried under high vacuum

Sources & evidence

ORD record
ord-927cfaf4c6c4477cb5ebe2f6ba3a3154
Source dataset
uspto-grants-2008_04
Patent number
US07365074B2

Reaction notes

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