Triethylamine → HCID 25234015, compound

HRID 1406374Notes

Reaction equation

HRID 1406374 reaction equation
[CH3:1][N:2]([CH3:9])[CH2:3][CH2:4][CH2:5][C:6](O)=[O:7].C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH3:39][O:40][C:41]1[CH:61]=[CH:60][C:44]([O:45][C:46]2[CH:59]=[CH:58][C:49]([CH2:50][NH:51][C:52]([C:54]3([NH2:57])[CH2:56][CH2:55]3)=[O:53])=[CH:48][CH:47]=2)=[C:43]([C:62]([F:65])([F:64])[F:63])[CH:42]=1>CN(C=O)C>[CH3:39][O:40][C:41]1[CH:61]=[CH:60][C:44]([O:45][C:46]2[CH:59]=[CH:58][C:49]([CH2:50][NH:51][C:52]([C:54]3([NH:57][C:6](=[O:7])[CH2:5][CH2:4][CH2:3][N:2]([CH3:9])[CH3:1])[CH2:55][CH2:56]3)=[O:53])=[CH:48][CH:47]=2)=[C:43]([C:62]([F:63])([F:64])[F:65])[CH:42]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 2398204-(Dimethylamino)butyric acidHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 67448480HCID 67448480, compound

Product 1

HCID 25234015HCID 25234015, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

1.44 mg (11 μMol) 4-dimethylamino-butyric acid was dissolved in 100 μL DMF, 3.5 μL (24.95 μMol) triethylamine and 3.37 mg (10.5 μMol) TBTU in 100 μL DMF were added and the mixture was stirred for 10 min at RT. Then 3.80 mg (10 μMol) 1-amino-cyclopropanecarboxylic acid 4-(4-methoxy-2-trifluoromethyl-phenoxy)-benzylamide in 100 μL DMF was added and the mixture was shaken for 3 days at ambient temperature. Filtered through Alox B, washed with DMF/MeOH=9/1 and the filtrate was evaporated down.

Workup

  1. stirringthe mixture was shaken for 3 days at ambient temperature
  2. filtrationFiltered through Alox B
  3. washwashed with DMF/MeOH=9/1
  4. customthe filtrate was evaporated down

Sources & evidence

ORD record
ord-de18ba8ccf434149a5fa8ca1618fd9ab
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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