Water → HCID 18321017, compound

HRID 239146Notes

Reaction equation

HRID 239146 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH2:15][C:16]2[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=2[NH3+:23])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1N=CN([C:29](N2C=NC=C2)=[O:30])C=1.O.C(OC)(C)(C)C>CN(C=O)C>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([N:14]2[CH2:15][C:16]3[C:17](=[CH:18][CH:19]=[CH:20][C:21]=3[Cl:22])[NH:23][C:29]2=[O:30])[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 15413tert-Butyl methyl etherHCID 682631,1'-CarbonyldiimidazoleHCID 86686505HCID 86686505, compound

Product 1

HCID 18321017HCID 18321017, compoundYield 36.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

16 g 2-((1-benzyl-piperidin-4-ylamino)-methyl)-3-chloro-phenyl-ammonium and 8.2 g CDI in 150 mL DMF were stirred for 3 h at 60° C. Water and tert.-butyl-methyl-ether were added. The precipitate was filtered to give 6.3 g of the desired product. (M+H)+: 356

Workup

  1. filtrationThe precipitate was filtered

Sources & evidence

ORD record
ord-a1a0b5997d7f441dbf0803f0c6fb94bd
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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