Ethanolamine → HCID 85861706, compound

HRID 1092974Notes

Reaction equation

HRID 1092974 reaction equation
[C:1]([NH:4][C:5]1[S:6][C:7]([C:11]2[CH:19]=[CH:18][C:14]([C:15]([OH:17])=O)=[CH:13][CH:12]=2)=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH2:53]([CH2:55][NH2:56])[OH:54]>CN(C=O)C>[C:1]([NH:4][C:5]1[S:6][C:7]([C:11]2[CH:12]=[CH:13][C:14]([C:15]([NH:56][CH2:55][CH2:53][OH:54])=[O:17])=[CH:18][CH:19]=2)=[C:8]([CH3:10])[N:9]=1)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 700EthanolamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 82161561HCID 82161561, compound

Product 1

HCID 85861706HCID 85861706, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 4-(2-acetylamino-4-methyl-thiazol-5-yl)-benzoic acid (Example 74b) (0.1 g, 0.36 mmol) in DMF (1 ml) is added HATU (0.14 g, 0.36 mmol) followed by DIPEA (0.07 ml, 0.36 mmol) and ethanolamine (0.022 ml, 0.36 mmol). After 5 hours, the reaction mixture is filtered and the precipitated product is washed with ethanol and dried under vacuum to give the titled compound.

Workup

  1. filtrationthe reaction mixture is filtered
  2. washthe precipitated product is washed with ethanol
  3. customdried under vacuum

Sources & evidence

ORD record
ord-c82d444d7871447db7d1b6fb1f3ff413
Source dataset
uspto-grants-2012_03
Patent number
US08129541B2

Reaction notes

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