Hexane → HCID 13578745, compound

HRID 637776Notes

Reaction equation

HRID 637776 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH:11]([OH:14])[CH2:12]Br.[CH3:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[C:17]=1[NH:23][C:24]([CH2:26][N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)=[O:25].CCCCCC>C(O)C>[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[O:4][CH2:3][CH:2]1[CH:11]([OH:14])[CH2:12][N:30]1[CH2:31][CH2:32][N:27]([CH2:26][C:24]([NH:23][C:17]2[C:18]([CH3:22])=[CH:19][CH:20]=[CH:21][C:16]=2[CH3:15])=[O:25])[CH2:28][CH2:29]1

Participants

5

Reactant 3

HCID 8058HexaneHCID 2608606Cvt-2738HCID 126085902-Bromo-1-(2,3-dihydro-1,4-benzodioxin-2-yl)ethan-1-ol

Product 1

HCID 13578745HCID 13578745, compoundYield 106.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(1,4-Benzodioxan-2-yl)-2-bromoethanol (formula H) (12 g) prepared according to J. Med. Chem. 13, 169, (1970), is treated with 1-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine (14 g) in 500 ml of ethanol. The remainder of the procedure is described in Example 1 above and 21 g of the 1-[2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]-4-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperazine is obtained from hexane. The dihydrochloride salt has a melting point of 175°-176° C.

Sources & evidence

ORD record
ord-c34caccd6a43461699b79a2f4056893f
Source dataset
uspto-grants-1985_12
Patent number
US04558129

Reaction notes

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