Chlorine → HCID 69312350, compound

HRID 2054060Notes

Reaction equation

HRID 2054060 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6]([CH2:11][C:12]([OH:14])=O)=[CH:5]2.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:46][C:47]1[CH:48]=[C:49]([NH2:60])[CH:50]=[CH:51][C:52]=1[C:53]([N:55]1[CH2:59][CH:58]=[CH:57][CH2:56]1)=[O:54].ClCl>O1CCCC1.ClCCl.C(O)C>[Cl:46][C:47]1[CH:48]=[C:49]([NH:60][C:12](=[O:14])[CH2:11][C:6]2[NH:7][C:8]3[C:4]([CH:5]=2)=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=3)[CH:50]=[CH:51][C:52]=1[C:53]([N:55]1[CH2:56][CH:57]=[CH:58][CH2:59]1)=[O:54]

Participants

8

Reactant 5

HCID 24526ChlorineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 204540752-(5-chloro-1H-indol-2-yl)acetic acidHCID 69312601HCID 69312601, compound

Product 1

HCID 69312350HCID 69312350, compoundYield 37%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 2-(5-chloro-1H-indol-2-yl)acetic acid, TBTU, diisopropylethylamine, and 3-chloro-4-(2,5-dihydropyrrol-1-ylcarbonyl)phenylamine in tetrahydrofuran. Yield: 37%; Rf value: 0.34 (silica gel: dichloromethane/ethanol=95:5); C21H19Cl2N3O2 (416.306); mass spectrum: (M+H)+=416/418 (chlorine isotope).

Sources & evidence

ORD record
ord-d5b8752a7185460c9fd3b08f01d62fae
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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