Dimethylformamide → DCCI HOBt

HRID 1593687Notes

Reaction equation

HRID 1593687 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[N:9]([OH:10])[N:8]=[N:7][C:5]=2[CH:6]=1.[CH3:11][N:12]([CH3:15])C=O>>[CH2:1]1[CH2:2][CH2:3][CH:11]([N:12]=[C:15]=[N:7][CH:5]2[CH2:4][CH2:3][CH2:2][CH2:1][CH2:6]2)[CH2:5][CH2:6]1.[CH:1]1[CH:2]=[CH:3][C:4]2[N:9]([OH:10])[N:8]=[N:7][C:5]=2[CH:6]=1

Participants

3

Reactant 2

HCID 6228DimethylformamideHCID 757711-Hydroxybenzotriazole

Product 1

HCID 21712060DCCI HOBt

Procedure

These reactions were done in a 96-well plate. The reagents are given per well. Sulfonamide benzoic acid IIIp (4 mg, 0.012 mmol) in 300 μl N,N-dimethylformamide and polystyrene-DCC resin (15 mg, loading ca. 1.27 mmol/g) were combined with HOBt (2 mg, 0.015 mmol) and amine B (0.010 mmol). The reaction was shaken for 24 h, then polystyrene-(polystyrene)-trisamine resin (9 mg, loading ca. 4.36 mmol/g) was added and shaken overnight. The reaction was filtered and the N,N-dimethylformamide evaporated.

Workup

  1. stirringshaken overnight
  2. filtrationThe reaction was filtered
  3. customthe N,N-dimethylformamide evaporated

Sources & evidence

ORD record
ord-9491a7d81b484c8c8172755dfe925dd0
Source dataset
uspto-grants-2007_11
Patent number
US07297796B2

Reaction notes

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