Triethylamine → HCID 86604891, compound

HRID 1591765Notes

Reaction equation

HRID 1591765 reaction equation
[CH2:1]([CH2:8][NH:9][CH2:10][CH2:11][C:12]([OH:14])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:15][NH:16][CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[N:26]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:27][CH2:28][N:29]=2)=[CH:21][CH:20]=1.C(N(CC)CC)C.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>O1CCCC1>[CH2:1]([CH2:8][NH:9][CH2:10][CH2:11][C:12]([CH2:15][NH:16][CH2:17][CH2:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2[N:26]([C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[CH2:27][CH2:28][N:29]=2)=[CH:23][CH:24]=1)=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 9877962HCID 9877962, compoundHCID 58638700HCID 58638700, compound

Product 1

HCID 86604891HCID 86604891, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2.08 g (9.06 mmol) of 3-(benzylmethylamino)propionic acid, 2.72 g (8.96 mmol) of tert.-butyl 2-[4-(2-methylaminoethyl)phenyl]-4,5-dihydroimidazole-1-carboxylate (see procedure 1 g), 5.05 ml (36.24 mmol) of triethylamine and 2.91 g (9.06 mmol) of TBTU in 350 ml of tetrahydrofuran was stirred at room temperature overnight. The mixture was then evaporated to dryness, and the residue was purified by column chromatography (mobile phase: dichloromethane/methanol/aqueous ammonia solution 9:1:0.1).

Workup

  1. customThe mixture was then evaporated to dryness
  2. customthe residue was purified by column chromatography (mobile phase: dichloromethane/methanol/aqueous ammonia solution 9:1:0.1)

Sources & evidence

ORD record
ord-a4f9c85fe7d74b35a925855325aeed17
Source dataset
uspto-grants-2007_11
Patent number
US07291642B2

Reaction notes

Loading…