3-Bromoquinoline → HCID 15171844, compound

HRID 256849Notes

Reaction equation

HRID 256849 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:20]=[N:21][C:22]2[C:27]([CH:28]=1)=[CH:26][CH:25]=[CH:24][CH:23]=2>>[CH3:17][C:3]1([C:1]#[C:2][C:19]2[CH:20]=[N:21][C:22]3[C:27]([CH:28]=2)=[CH:26][CH:25]=[CH:24][CH:23]=3)[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 214133-BromoquinolineHCID 14478563rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6ol

Product 1

HCID 15171844HCID 15171844, compound

Procedure

This compound was obtained by reacting rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol, 2,3 g (10 mmol), with 3.12 g (15 mmol) of 3-bromoquinoline as described in Example 15. The product was crystallized from methylene chloride/ethanol and was recrystallized from ethyl acetate to yield tan crystals with m.p. 199°-203°.

Workup

  1. customThis compound was obtained
  2. customThe product was crystallized from methylene chloride/ethanol
  3. customwas recrystallized from ethyl acetate
  4. customto yield tan crystals with m.p. 199°-203°

Sources & evidence

ORD record
ord-dc306d26edef45dd8adaf67975ed1d59
Source dataset
uspto-grants-1993_11
Patent number
US05260294

Reaction notes

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