Chlorine → HCID 178523079, compound

HRID 2053780Notes

Reaction equation

HRID 2053780 reaction equation
[S:1]1[CH2:5][CH2:4][N:3]2[C:6]([C:9]3[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=3)=[CH:7][N:8]=[C:2]12.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[Cl:40][C:41]1[CH:51]=[CH:50][C:44]2[NH:45][C:46]([CH2:48][NH2:49])=[N:47][C:43]=2[CH:42]=1.ClCl>CN(C)C=O.C(OCC)(=O)C.C(O)C.C(N(CC)CC)C>[Cl:40][C:41]1[CH:51]=[CH:50][C:44]2[NH:45][C:46]([CH2:48][NH:49][C:13](=[O:15])[C:12]3[CH:11]=[CH:10][C:9]([C:6]4[N:3]5[C:2]([S:1][CH2:5][CH2:4]5)=[N:8][CH:7]=4)=[CH:17][CH:16]=3)=[N:47][C:43]=2[CH:42]=1

Participants

8

Reactant 4

HCID 24526ChlorineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 693098594-(2,3-Dihydroimidazo[2,1-b]thiazol-5-yl)benzoic acidHCID 178510549HCID 178510549, compound

Product 1

HCID 178523079HCID 178523079, compoundYield 73%

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 8471TriethylamineSolventHCID 21584252Ethanol ethylacetateSolvent

Procedure

Prepared analogously to Example 1g from 4-(2,3-dihydroimidazo[2,1-b]thiazol-5-yl)benzoic acid, TBTU, triethylamine and (5-chloro-1H-benzimidazol-2-yl)methylamine in N,N-dimethylformamide. Yield: 73%; Rf value: 0.50 (silica gel; ethyl acetate/ethanol=9:1); C20H16ClN5OS (409.90); mass spectrum: (M+H)+=410/412 (chlorine isotope).

Sources & evidence

ORD record
ord-415e0b40591f4ba5a930b36cca3123ac
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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