Diisopropylethylamine → HCID 178427045, compound

HRID 2053783Notes

Reaction equation

HRID 2053783 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.[F:49][C:50]([F:64])([F:63])[C:51]1[CH:62]=[CH:61][C:54]2[NH:55][C:56]([CH:58]([NH2:60])[CH3:59])=[N:57][C:53]=2[CH:52]=1>CN(C)C=O.C(OCC)(=O)C.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:60][CH:58]([C:56]1[NH:55][C:54]2[CH:61]=[CH:62][C:51]([C:50]([F:64])([F:63])[F:49])=[CH:52][C:53]=2[N:57]=1)[CH3:59])=[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 178463383HCID 178463383, compound

Product 1

HCID 178427045HCID 178427045, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 21584252Ethanol ethylacetateSolvent

Procedure

Prepared analogously to Example 10d from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and rac.-1-(5-trifluoromethyl-1H-benzimidazol-2-yl)ethylamine in dimethylformamide. Yield: 90 mg (47% of theory); Rf value: 0.38 (silica gel; ethyl acetate/ethanol=9:1); C23H23F4N3O2 (444.46); mass spectrum: (M+H)+=445

Sources & evidence

ORD record
ord-effd4388fe8d4386b0cf848648756895
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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