Glycolic Acid → HCID 67071655, compound

HRID 1260555Notes

Reaction equation

FC(F)(F)C(O)=O.[CH:8]([O:11][C:12]1[N:17]=[CH:16][C:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH:27]([NH2:29])[CH3:28])=[CH:21][CH:20]=2)=[CH:14][CH:13]=1)([CH3:10])[CH3:9].[C:30](O)(=[O:33])[CH2:31][OH:32].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[OH:33][CH2:30][C:31]([NH:29][CH:27]([CH3:28])[CH2:26][CH2:25][C:22]1[CH:21]=[CH:20][C:19]([O:18][C:15]2[CH:16]=[N:17][C:12]([O:11][CH:8]([CH3:10])[CH3:9])=[CH:13][CH:14]=2)=[CH:24][CH:23]=1)=[O:32]

Participants

Reactant 3

HCID 757Glycolic Acid

HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

HCID 67071742HCID 67071742, compound

Product 1

HCID 67071655HCID 67071655, compound

Procedure

3-[4-(6-Isopropoxypyridin-3-yloxy)phenyl]-1-methylpropylamine trifluoroacetate (89 mg, 0.23 mmol) was reacted with glycolic acid and HATU in analogy to example 44. Yield: 40 mg (52%), M+H+: 359.19.

Sources & evidence

ORD record: ord-ffbeae47e9f44e4cadbff7b92a4c6ea6
Source dataset: uspto-grants-2013_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08470841B2

Reaction notes

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