Tetrahydrofuran → HCID 59655270, compound

HRID 2054059Notes

Reaction equation

HRID 2054059 reaction equation
Cl[C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([N:13]1[CH2:17][CH:16]=[CH:15][CH2:14]1)=[O:12])[C:5]([OH:7])=O.CN(C(ON1N=N[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.[CH:40]([N:43](C(C)C)CC)(C)C.[Cl:49][C:50]1[CH:51]=[C:52]2[C:56](=[CH:57][CH:58]=1)[NH:55][C:54](NCC1C=CC=CC=1)=[CH:53]2.ClCl.O1CCC[CH2:70]1>ClCCl.C(O)C>[Cl:49][C:50]1[CH:51]=[C:52]2[C:56](=[CH:57][CH:58]=1)[NH:55][C:54]([CH:40]([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[NH:43][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([C:11]([N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[O:12])=[C:2]([CH3:70])[CH:3]=1)=[CH:53]2

Participants

8

Reactant 6

HCID 8028TetrahydrofuranHCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 69312462HCID 69312462, compoundHCID 693151643-Chloro-4-(2,5-dihydropyrrol-1-ylcarbonyl)benzoic acid

Product 1

HCID 59655270HCID 59655270, compound

Reagents, catalysts & solvents 1

HCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-chloro-4-(2,5-dihydropyrrol-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and rac.-(5-chloro-1H-indol-2-yl)phenylmethylamine in tetrahydrofuran. Yield: 42%; Rf value: 0.58 (silica gel: dichloromethane/ethanol=95:5); C27H21Cl2N3O2 (490.388); mass spectrum: (M+H)+=490/492/494 (chlorine isotope).

Sources & evidence

ORD record
ord-83dec60182ea41bbaef2e423108d6c21
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

Loading…