Diisopropylethylamine → HCID 76582850, compound

HRID 737164Notes

Reaction equation

HRID 737164 reaction equation
[N:1]1([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:8][CH2:7][CH2:6][C@H:2]1[C:3]([OH:5])=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH3:52][O:53][C:54]1[CH:66]=[CH:65][C:57]([CH2:58][C:59]2[S:63][C:62]([NH2:64])=[N:61][CH:60]=2)=[CH:56][CH:55]=1>CN(C=O)C.O>[CH2:12]([O:11][C:9]([N:1]1[CH2:8][CH2:7][CH2:6][CH:2]1[C:3](=[O:5])[NH:64][C:62]1[S:63][C:59]([CH2:58][C:57]2[CH:65]=[CH:66][C:54]([O:53][CH3:52])=[CH:55][CH:56]=2)=[CH:60][N:61]=1)=[O:10])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 101987Benzyloxycarbonyl-L-prolineHCID 31330525-(4-Methoxy-benzyl)-thiazol-2-ylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Product 1

HCID 76582850HCID 76582850, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Procedure

A mixture of Z-Pro-OH (0.96 g, 3.84 mmol), HATU (1.46 g, 3.84 mmol), and DIEA (0.094 mL, 5.4 mmol) in DMF (30 mL) was stirred at room temperature for 1 hour. 1 mL of this solution was added to 10 mg of 5-(4-Methoxy-benzyl)-thiazol-2-ylamine and reaction mixture stirred at room temperature overnight. The resulting mixture was diluted with DMF (5 mL) and water (0.5 mL) and purified using reverse phase HPLC to furnish the corresponding product. MS: 452.1 (M+H+)

Workup

  1. stirringstirred at room temperature overnight
  2. custompurified
  3. customto furnish the corresponding product

Sources & evidence

ORD record
ord-5a444346fb17426580dbd08f0670e369
Source dataset
uspto-grants-2009_09
Patent number
US07595398B2

Reaction notes

Loading…