Diethanolamine → HCID 11319827, compound

HRID 1983854Notes

Reaction equation

HRID 1983854 reaction equation
[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[Cl:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([C:35]3[CH:36]=[C:37](/[CH:41]=[CH:42]/[C:43]([OH:45])=[O:44])[CH:38]=[CH:39][CH:40]=3)=[C:14]([CH2:20][C:21]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=3[C:31]([F:34])([F:33])[F:32])=[O:22])[C:15](=[O:19])[O:16]2)=[CH:11][C:10]=1[CH3:46]>C(O)C.O1CCCC1>[NH:1]([CH2:5][CH2:6][OH:7])[CH2:2][CH2:3][OH:4].[Cl:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([C:35]3[CH:36]=[C:37](/[CH:41]=[CH:42]/[C:43]([OH:45])=[O:44])[CH:38]=[CH:39][CH:40]=3)=[C:14]([CH2:20][C:21]([NH:23][C:24]3[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=3[C:31]([F:32])([F:34])[F:33])=[O:22])[C:15](=[O:19])[O:16]2)=[CH:11][C:10]=1[CH3:46]

Participants

5

Reactant 2

HCID 8113DiethanolamineHCID 11227728HCID 11227728, compound

Product 1

HCID 11319827HCID 11319827, compoundYield 67.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A solution of diethanolamine (0.20 g) in ethanol (20 ml) was added to a solution of (2E)-3-{3-[7-chloro-3-(2-{[4-fluoro-2-(trifluoromethyl)phenyl]amino}-2-oxoethyl)-6-methyl-2-oxo-2H-chromen-4-yl]phenyl}acrylic acid (1.0 g) in a mixture of tetrahydrofuran (30 ml) and ethanol (100 ml), and the mixture was stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure, and crystals obtained were washed with ethanol, and dried at 60° C. for 8 hours under reduced pressure to obtain the title compound as colorless crystals (0.8 g, yield 67%).

Workup

  1. customThe solvent was evaporated under reduced pressure, and crystals
  2. customobtained
  3. washwere washed with ethanol
  4. customdried at 60° C. for 8 hours under reduced pressure

Sources & evidence

ORD record
ord-b99810e1370f487fbe37057f360585a9
Source dataset
uspto-grants-2009_06
Patent number
US07541478B2

Reaction notes

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