Diisopropylethylamine → HCID 59655048, compound

HRID 2053817Notes

Reaction equation

HRID 2053817 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.[NH:49]1[C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][C:52]=2[N:51]=[C:50]1[CH:58]([NH2:60])[CH3:59]>O1CCCC1.C(Cl)Cl.C(O)C>[NH:49]1[C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][C:52]=2[N:51]=[C:50]1[CH:58]([NH:60][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([C:11]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[O:12])=[C:2]([CH3:1])[CH:3]=1)[CH3:59]

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2792636HCID 2792636, compoundHCID 120686863-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acid

Product 1

HCID 59655048HCID 59655048, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and 1-(1H-benzimidazol-2-yl)ethylamine in tetrahydrofuran. Yield: 83%; Rf value: 0.67 (silica gel; methylene chloride/ethanol=9:1); C22H24N4O2 (376.46); mass spectrum: (M+H)+=377.

Sources & evidence

ORD record
ord-47cf4faa2c1440b7bfefdf96c943cb98
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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