Diisopropylethylamine → HCID 178439988, compound

HRID 2054062Notes

Reaction equation

HRID 2054062 reaction equation
[O:1]=[C:2]1[C:7]2[N:8]=[C:9]([CH2:24][CH2:25][CH3:26])[N:10]([C:11]3[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[CH:13][C:12]=3[C:20]([F:23])([F:22])[F:21])[C:6]=2[CH:5]=[CH:4][NH:3]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)CC)(C)C.[Cl:58][C:59]1[CH:73]=[CH:72][C:62]2[NH:63][C:64]([C@@H:66]([NH2:71])[CH2:67][CH2:68][S:69][CH3:70])=[N:65][C:61]=2[CH:60]=1>O1CCCC1.ClCCl.C(O)C>[Cl:58][C:59]1[CH:73]=[CH:72][C:62]2[NH:63][C:64]([C@@H:66]([NH:71][C:15](=[O:16])[C:14]3[CH:18]=[CH:19][C:11]([N:10]4[C:6]5[CH:5]=[CH:4][NH:3][C:2](=[O:1])[C:7]=5[N:8]=[C:9]4[CH2:24][CH2:25][CH3:26])=[C:12]([C:20]([F:21])([F:23])[F:22])[CH:13]=3)[CH2:67][CH2:68][S:69][CH3:70])=[N:65][C:61]=2[CH:60]=1

Participants

7

Reactant 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 693125974-(4-Oxo-2-propyl-4,5-dihydroimidazo[4,5-c]pyridin-1-yl)-3-trifluoromethylbenzoic acidHCID 178503691(S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropylamine

Product 1

HCID 178439988HCID 178439988, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1 g from 4-(4-oxo-2-propyl-4,5-dihydroimidazo[4,5-c]-pyridin-1-yl)-3-trifluoromethylbenzoic acid, TBTU, diisopropylethylamine, and (1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropylamine in tetrahydrofuran. Yield: 40%; Rf value: 0.35 (silica gel: dichloromethane/ethanol=9:1); C28H26ClF3N6O2S (603.066).

Sources & evidence

ORD record
ord-081e18f99ae64bfe90aca8d170b0c0e2
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

Loading…