Dimethylformamide → HCID 67159898, compound

HRID 2234438Notes

Reaction equation

HRID 2234438 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][C:3]=1[O:11][CH3:12].C[CH2:14][N:15]([CH:19]([CH3:21])[CH3:20])[CH:16]([CH3:18])[CH3:17].[CH3:22][N:23](C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:46]N(C=O)C>>[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH:23][CH:22]2[CH2:18][C@H:16]3[N:15]([CH3:14])[C@H:19]([CH2:21][CH2:46][CH2:17]3)[CH2:20]2)=[O:8])=[CH:4][C:3]=1[O:11][CH3:12]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 2880572486-69-3HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 67159898HCID 67159898, compound

Procedure

A mixture of 4-Amino-3-Methoxybenzoic Acid (Aldrich; 5.015 g, 30 mmol) and Endo-9-methyl-9-azabicyclo[3,3,1]nonane-3-one (Chempacific; 5.095 g, 33 mol) were dissolved in DMF (150 mL), and to the solution was added DIPEA (10.4 mL, 60 mmol). The reaction was cooled on an ice-bath, and to the reaction was added, portionwise, HATU (12.55 g, 33 mmol).

Workup

  1. temperatureThe reaction was cooled on an ice-bath
  2. additionto the reaction was added

Sources & evidence

ORD record
ord-f7a1d953b7ca4c09baf0a5bd52edadef
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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