Water → HCID 23582290, compound

HRID 1931361Notes

Reaction equation

HRID 1931361 reaction equation
[CH:1]12[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH:2]1[NH:11][C:12]([N:14]1[CH2:18][CH2:17]N=[CH:15]1)=[O:13])[CH2:8]2.[CH3:19][O:20][C:21](=[O:33])[C:22]1[CH:27]=[CH:26][C:25]([O:28]CCNC)=[CH:24][CH:23]=1.O>C(Cl)Cl>[CH3:19][O:20][C:21](=[O:33])[C:22]1[CH:27]=[CH:26][C:25]([O:28][CH2:17][CH2:18][N:14]([CH3:15])[C:12]([NH:11][CH:2]2[CH:1]3[CH2:8][CH:7]4[CH2:6][CH:5]([CH2:4][CH:3]2[CH2:9]4)[CH2:10]3)=[O:13])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 962WaterHCID 23512029Methyl 4-[2-(methylamino)ethoxy]benzoateHCID 68915115HCID 68915115, compound

Product 1

HCID 23582290HCID 23582290, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4H-Imidazole-1-carboxylic acid adamantan-2-ylamide 0.5 g (2.04 mmol) and 4-(2-Methylamino-ethoxy)-benzoic acid methyl ester 426.8 mg (2.04 mmol) in methylene chloride 10 ml was stirred at room temperature for 2 days. Water was added, the organic phase extracted, dried and concentrated to dryness. The residue was purified by flash chromatography on silica gel (eluant DCM/MeOH: 100/0 to 95/05) yielding 596 mg as white solid.

Workup

  1. extractionthe organic phase extracted
  2. customdried
  3. concentrationconcentrated to dryness
  4. customThe residue was purified by flash chromatography on silica gel (eluant DCM/MeOH: 100/0 to 95/05)
  5. customyielding 596 mg as white solid

Sources & evidence

ORD record
ord-90a920ad4d1447a3934247e5ccf429e8
Source dataset
uspto-grants-2012_05
Patent number
US08188288B2

Reaction notes

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