Diisopropylethylamine → HCID 178427152, compound

HRID 2053921Notes

Reaction equation

HRID 2053921 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12])[C:5]([OH:7])=O.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[N+:49]([C:52]1[CH:63]=[CH:62][C:55]2[NH:56][C:57]([C@@H:59]([NH2:61])[CH3:60])=[N:58][C:54]=2[CH:53]=1)([O-:51])=[O:50]>CN(C)C=O.ClCCl.C(O)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:12])[C:5]([NH:61][C@H:59]([C:57]1[NH:56][C:55]2[CH:62]=[CH:63][C:52]([N+:49]([O-:51])=[O:50])=[CH:53][C:54]=2[N:58]=1)[CH3:60])=[O:7]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 120686863-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 178461864HCID 178461864, compound

Product 1

HCID 178427152HCID 178427152, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (1S)-1-(5-nitro-1H-benzimidazol-2-yl)ethylamine in dimethylformamide. Yield: 87%; Rf value: 0.40 (silica gel; dichloromethane/ethanol=9:1); C22H23N5O4 (421.46); mass spectrum: (M+H)+=422 and (M−H)−=420

Sources & evidence

ORD record
ord-73a3fd3631f8480bb328d8dc65987d45
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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