Bromine → HCID 178427199, compound

HRID 2054100Notes

Reaction equation

HRID 2054100 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.[Br:49][C:50]1[CH:62]=[CH:61][C:53]2[NH:54][C:55]([C@@H:57]([NH2:60])[CH2:58][OH:59])=[N:56][C:52]=2[CH:51]=1.BrBr>O1CCCC1.ClCCl.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][C@H:57]([C:55]1[NH:54][C:53]2[CH:61]=[CH:62][C:50]([Br:49])=[CH:51][C:52]=2[N:56]=1)[CH2:58][OH:59])=[O:7]

Participants

8

Reactant 5

HCID 24408BromineHCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 120686863-Methyl 4-(pyrrolidin-1-ylcarbonyl)benzoic acidHCID 178511832(1R)-1-(5-bromo-1H-benzimidazol-2-yl)-2-hydroxyethylamine

Product 1

HCID 178427199HCID 178427199, compoundYield 43%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 21584144Dichloromethane ethanolSolvent

Procedure

Prepared analogously to Example 1g from 3-methyl-4-(pyrrolidin-1-ylcarbonyl)benzoic acid, TBTU, diisopropylethylamine, and (1R)-1-(5-bromo-1H-benzimidazol-2-yl)-2-hydroxyethylamine in tetrahydrofuran. Yield: 43%; Rf value: 0.23 (silica gel: dichloromethane/ethanol=95:5); C22H23BrN4O3 (471.36); mass spectrum: (M+H)+=471/473 (bromine isotope). The Examples that follow describe the preparation of pharmaceutical formulations which contain as active substance any desired compound of general formula (1).

Workup

  1. customthe preparation of pharmaceutical formulations which

Sources & evidence

ORD record
ord-63f64b7672814ba8ab5e2589e18b415b
Source dataset
uspto-grants-2008_02
Patent number
US07326791B2

Reaction notes

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