Ammonia → HCID 21964517, compound

HRID 2276679Notes

Reaction equation

HRID 2276679 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 stifling, 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. customafter couple of hours of stifling, reaction mixture
  2. temperaturethe resulting mixture can be warmed for 16 hours

Sources & evidence

ORD record
ord-3fc7a40baf4444efafea8c4d5681bb62
Source dataset
uspto-grants-2015_09
Patent number
US09133073B2

Reaction notes

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