2-Bromopyridine → rac-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(2-pyridinyl)ethynyl]-2H-1-benzopyran-6-ol

HRID 256837

Reaction equation

HRID 256837 reaction equation
[C:1]([C:3]1([CH3:17])[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1)#[CH:2].Br[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1>>[CH3:17][C:3]1([C:1]#[C:2][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[CH2:8][CH2:7][C:6]2[C:9]([CH3:16])=[C:10]([OH:15])[C:11]([CH3:14])=[C:12]([CH3:13])[C:5]=2[O:4]1

Participants

3

Reactant 2

HCID 79732-BromopyridineHCID 14478563rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6ol

Product 1

HCID 15171815rac-3,4-Dihydro-2,5,7,8-tetramethyl-2-[(2-pyridinyl)ethynyl]-2H-1-benzopyran-6-ol

Procedure

This compound was prepared by reacting rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol with 2-bromopyridine as described in Example 14. The compound was isolated by chromatography as in Example 14 and was crystallized from ethyl acetate to give colorless crystals with m.p. 179°-181° C.

Workup

  1. customThis compound was prepared
  2. customThe compound was isolated by chromatography as in Example 14
  3. customwas crystallized from ethyl acetate
  4. customto give colorless crystals with m.p. 179°-181° C.

Sources & evidence

ORD record
ord-0e4093ea66ba44b08c047f32de6b472e
Source dataset
uspto-grants-1993_11
Patent number
US05260294

Linked notes

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