Hydrochloric Acid → HCID 22322293, compound

HRID 496889Notes

Reaction equation

HRID 496889 reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([Cl:18])[CH:12]=2)[CH2:6][CH2:5]1.C(N(CC)CC)C.[CH3:26][O:27][C:28]1[CH:29]=[C:30]([CH:34]=[CH:35][CH:36]=1)[C:31]([Cl:33])=[O:32].Cl>CN(C=O)C.C(OCC)(=O)C.O>[ClH:17].[ClH:33].[Cl:18][C:13]1[CH:12]=[C:11]([CH:16]=[CH:15][C:14]=1[Cl:17])[NH:10][CH:7]1[CH2:8][CH2:9][N:4]([CH2:3][CH2:2][NH:1][C:31](=[O:32])[C:30]2[CH:34]=[CH:35][CH:36]=[C:28]([O:27][CH3:26])[CH:29]=2)[CH2:5][CH2:6]1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 74374m-Anisoyl chlorideHCID 69779002HCID 69779002, compound

Product 1

HCID 22322293HCID 22322293, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

The product of step (iv) above (0.5 g) and triethylamine (1.1 ml) were dissolved in DMF (10 ml), 3-methoxybenzoylchloride (0.11 ml) was added dropwise. After 2 hours, water and ethyl acetate were added, the organic phase separated, dried and evaporated. Purification of the residue by chromatography (dichloromethane:methanol, 95:5) gave an oil which was treated with 1.0M ethereal hydrogen chloride solution to give the titled product as a solid (0.15 g).

Workup

  1. customthe organic phase separated
  2. customdried
  3. customevaporated
  4. customPurification of the residue by chromatography (dichloromethane:methanol, 95:5)
  5. customgave an oil which

Sources & evidence

ORD record
ord-f17b1aec896e4eca932556d2b5f13128
Source dataset
uspto-grants-2005_09
Patent number
US06946478B2

Reaction notes

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