Diethanolamine → HCID 68815479, compound

HRID 2104996Notes

Reaction equation

HRID 2104996 reaction equation
Br[C:2]1[N:7]=[C:6]([N:8]([CH2:17][C:18]2[CH:23]=[C:22]([O:24][CH2:25][CH3:26])[CH:21]=[C:20]([O:27][CH:28]([CH3:30])[CH3:29])[C:19]=2[F:31])[C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[NH:32]([CH2:36]CO)[CH2:33]CO>CN(C=O)C.CCOC(C)=O>[CH3:33][N:32]([CH3:36])[C:2]1[N:7]=[C:6]([N:8]([CH2:17][C:18]2[CH:23]=[C:22]([O:24][CH2:25][CH3:26])[CH:21]=[C:20]([O:27][CH:28]([CH3:30])[CH3:29])[C:19]=2[F:31])[C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 8113DiethanolamineHCID 86607939HCID 86607939, compound

Product 1

HCID 68815479HCID 68815479, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of Intermediate 138.1 (30 mg, 0.124 mmol) and diethanolamine (32.6 mg, 0.31 mmol) in DMF (0.5 mL) was stirred at 130° C. for 5 h, then 140° C. for 15 h. The mixture was diluted with EtOAc, washed with water (2×) and brine, dried (Na2SO4), filtered through a 1″ pad of silica gel, then was concentrated. The crude residue was used in the following step without further purification.

Workup

  1. wait140° C. for 15 h
  2. washwashed with water (2×) and brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered through a 1″ pad of silica gel
  5. concentrationwas concentrated
  6. customThe crude residue was used in the following step without further purification

Sources & evidence

ORD record
ord-5c7f3506c9224d6ea56cd71cff11df5f
Source dataset
uspto-grants-2009_08
Patent number
US07576098B2

Reaction notes

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