Hydrochloric Acid → HCID 22322399, compound

HRID 496877Notes

Reaction equation

HRID 496877 reaction equation
FC(F)(F)C(O)=O.[NH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH:14]([C:17]([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=2)=[O:18])[CH2:13][CH2:12]1.C(N(CC)CC)C.[CH3:33][O:34][C:35]1[CH:36]=[C:37]([CH:41]=[CH:42][CH:43]=1)[C:38](Cl)=[O:39].Cl>ClCCl.O>[ClH:25].[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]([CH:14]2[CH2:15][CH2:16][N:11]([CH2:10][CH2:9][NH:8][C:38](=[O:39])[C:37]3[CH:41]=[CH:42][CH:43]=[C:35]([O:34][CH3:33])[CH:36]=3)[CH2:12][CH2:13]2)=[O:18])=[CH:20][CH:21]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 74374m-Anisoyl chlorideHCID 22322347HCID 22322347, compound

Product 1

HCID 22322399HCID 22322399, compoundYield 42.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

The product of step (i) (2.5 g) was dissolved in dichloromethane (20 ml), triethylamine (0.75 ml) and 3-methoxybenzoyl chloride (0.276 g) were added. After 16 hours, water was added, the organic phase separated, dried and concentrated to a gum. Purification by chromatography (ethyl acetate) gave a gum, which was treated with 1.0M ethereal hydrogen chloride solution to give the sub-titled product as a solid (0.3 g).

Workup

  1. customthe organic phase separated
  2. customdried
  3. concentrationconcentrated to a gum
  4. customPurification by chromatography (ethyl acetate)
  5. customgave a gum, which

Sources & evidence

ORD record
ord-4874f280e7044ce58d74ee418f79a71d
Source dataset
uspto-grants-2005_09
Patent number
US06946478B2

Reaction notes

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