Water → HCID 19434820, compound

HRID 1736233Notes

Reaction equation

HRID 1736233 reaction equation
[NH2:1][C:2]1[C:7]2[C:8](=[O:21])[CH:9]=[C:10]([C:12]3[CH:17]=[C:16]([Cl:18])[C:15]([NH2:19])=[C:14]([Cl:20])[CH:13]=3)[O:11][C:6]=2[C:5]([F:22])=[C:4]([CH2:23][O:24][C:25](=[O:28])[CH2:26]Cl)[C:3]=1[F:29].Cl.[CH3:31][NH:32][CH3:33].C(N(C(C)C)CC)(C)C.O>CN(C)C=O>[NH2:1][C:2]1[C:7]2[C:8](=[O:21])[CH:9]=[C:10]([C:12]3[CH:13]=[C:14]([Cl:20])[C:15]([NH2:19])=[C:16]([Cl:18])[CH:17]=3)[O:11][C:6]=2[C:5]([F:22])=[C:4]([CH2:23][O:24][C:25](=[O:28])[CH2:26][N:32]([CH3:33])[CH3:31])[C:3]=1[F:29]

Participants

6

Reactant 4

HCID 962WaterHCID 10473Dimethylamine, hydrochlorideHCID 81531DiisopropylethylamineHCID 19434983HCID 19434983, compound

Product 1

HCID 19434820HCID 19434820, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

2.00 g (4.31 mmol) of Compound 171 obtained in Example 171 was dissolved in 80 mL of dimethylformamide, 1.76 g (21.6 mmol) of dimethylamine hydrochloride and 3.75 mL (21.6 mmol) of diisopropylethylamine were added, and the mixture was stirred at 50° C., for 3 hours. Water was added to the reaction solution and the precipitated crystals were collected by filtration. The crystals were purified by silica gel column chromatography (chloroform:methanol=9:1), to give 1.68 g of Compound 172 (yield: 83%).

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. customThe crystals were purified by silica gel column chromatography (chloroform:methanol=9:1)

Sources & evidence

ORD record
ord-ffa56bf96bba40a2ab297ce971324b55
Source dataset
uspto-grants-1996_07
Patent number
US05539112

Reaction notes

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