Sodium hydride → HCID 71074983, compound

HRID 2170608Notes

Reaction equation

HRID 2170608 reaction equation
[H-].[Na+].[CH3:3][C:4]1[NH:5][C:6]2[C:11]([C:12]=1[CH3:13])=[CH:10][C:9]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:8][CH:7]=2.[F:19][C:20]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:21]=1[CH2:22]Br>CN(C=O)C>[F:19][C:20]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:21]=1[CH2:22][N:5]1[C:6]2[C:11](=[CH:10][C:9]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:8][CH:7]=2)[C:12]([CH3:13])=[C:4]1[CH3:3]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 902971-(Bromomethyl)-2,4-difluorobenzeneHCID 612460Ethyl 2,3-dimethyl-1H-indole-5-carboxylate

Product 1

HCID 71074983HCID 71074983, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

NaH (1.1 equiv) was added to a solution of ethyl 2,3-dimethyl-1H-indole-5-carboxylate in DMF at room temperature. After 30 min, 2,4-difluorobenzyl bromide (1.1 equiv) was added to the reaction mixture and stirred for 1 h. After the reaction was completed, the solvent was removed in vacuo to obtain the crude which was purified by flash chromatography to obtain the compound. LC-MS 344 (M+H).

Workup

  1. customthe solvent was removed in vacuo
  2. customto obtain the crude which
  3. customwas purified by flash chromatography
  4. customto obtain the compound

Sources & evidence

ORD record
ord-5afd9f184b2a4c8fb490c5d649ddc3ea
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

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