Ethyl Bromide → HCID 131724735, compound

HRID 23378Notes

Reaction equation

HRID 23378 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:27]=[CH:28][C:29]=1[F:30])[C:5]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=1)([OH:18])[C:6]([O:8][C@@:9]12[N:16]([CH3:17])[C@@H:13]([CH2:14][CH2:15]1)[CH2:12][CH:11]=[CH:10]2)=[O:7].[Br:31][CH2:32][CH3:33]>ClCCl.C(#N)C>[CH2:32]([Br:31])[CH3:33].[F:26][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][C:22]=1[F:25])[C:5]([C:4]1[CH:27]=[CH:28][C:29]([F:30])=[C:2]([F:1])[CH:3]=1)([OH:18])[C:6]([O:8][C@@:9]12[N:16]([CH3:17])[C@@H:13]([CH2:14][CH2:15]1)[CH2:12][CH:11]=[CH:10]2)=[O:7]

Participants

5

Reactant 2

HCID 6332Ethyl BromideHCID 86585675HCID 86585675, compound

Product 1

HCID 131724735HCID 131724735, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

2.00 g (0.0048 mol) of 4.1 is dissolved in 20 ml dichloromethane and 20 ml acetonitrile, combined with 2.59 g (0.0238 mol) of bromoethane and the reaction vessel is sealed. It is left to stand at about 20° C. for 3 weeks with the exclusion of light. The solution is evaporated to dryness and the residue is recrystallized from acetonitrile. Yield: 1.96 g of 3 (78% of theory); TLC: Rf value: 0.11 (eluant as in step II.1); melting point: 247° C.

Workup

  1. customthe reaction vessel is sealed
  2. waitIt is left
  3. waitto stand at about 20° C. for 3 weeks with the exclusion of light
  4. customThe solution is evaporated to dryness
  5. customthe residue is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-fb291dc7b7414f87a6d19f68f18c6b15
Source dataset
uspto-grants-2005_02
Patent number
US06852728B2

Reaction notes

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