Ammonia → HCID 21964517, compound

HRID 1986146Notes

Reaction equation

HRID 1986146 reaction equation
[CH3:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12](=[O:18])[CH2:13][CH2:14][C:15](O)=[O:16])[CH:9]=[CH:10][CH:11]=1.C([N:26](CC)CC)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.N>CN(C=O)C>[CH3:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([CH3:23])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12](=[O:18])[CH2:13][CH2:14][C:15]([NH2:26])=[O:16])[CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 9926783HCID 9926783, compound

Product 1

HCID 21964517HCID 21964517, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 4-(3-(2,6-Dimethylbenzyloxy)phenyl)-4-oxobutyric acid (Step D) in DMF, add triethylamine and BOP, after couple of hours of stirring, reaction mixture can be added to liquid ammonia at −40° C. and the resulting mixture can be warmed for 16 hours to give title compound.

Workup

  1. customreaction mixture
  2. temperaturethe resulting mixture can be warmed for 16 hours

Sources & evidence

ORD record
ord-d3600e2be386418f846ff8e80e8310de
Source dataset
uspto-grants-2009_06
Patent number
US07547802B2

Reaction notes

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