1-(4-Aminobutyl)-4-(diphenylmethyl)piperazine → HCID 178422986, compound

HRID 1089123Notes

Reaction equation

HRID 1089123 reaction equation
[SH:1][C:2]1[C:11]2[C:6](=[N:7][C:8]([CH3:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]([OH:15])=O.[C:16]1([CH:22]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[N:23]2[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][CH2:31][CH2:32][NH2:33])[CH2:25][CH2:24]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.OC1C2C(=NC(C)=CC=2)N=CC=1C(O)=O.C1(C(C2C=CC=CC=2)=C2CCN(CCCCN)CC2)C=CC=CC=1>>[C:34]1([CH:22]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:23]2[CH2:24][CH2:25][N:26]([CH2:29][CH2:30][CH2:31][CH2:32][NH:33][C:13]([C:3]3[CH:4]=[N:5][C:6]4[C:11]([C:2]=3[SH:1])=[CH:10][CH:9]=[C:8]([CH3:12])[N:7]=4)=[O:15])[CH2:27][CH2:28]2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

5

Reactant 4

HCID 139569931-(4-Aminobutyl)-4-(diphenylmethyl)piperazineHCID 156165494-[4-(Diphenylmethylidene)piperidin-1-yl]butan-1-amineHCID 178422970HCID 178422970, compoundHCID 178422987HCID 178422987, compound

Product 1

HCID 178422986HCID 178422986, compound

Procedure

The procedures of Example 1 are repeated except that 4-mercapto-7-methyl-1,8-naphthyridine-3-carboxylic acid, prepared according to the method described in Farmaco. Ed. Sci., 28, 722 (1973), and 4-(4-diphenylmethyl-1-piperazinyl)butylamine are employed in place of 4-hydroxy-7-methyl-1,8-naphthyridine-3-carboxylic acid and 4-(4-diphenylmethylene-1-piperidyl)butylamine to give N-[4-(4-diphenylmethyl-1-piperazinyl)butyl ]-4-mercapto-7-methyl-1,8-naphthyridine-3-carboxamide as oils, which is converted into fumarate in a conventional manner. The fumarate is recrystallized from ethanol - water to give the desired compound. m.p. 209° to 212° C.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-97379905fa91470f86fba5c97553004f
Source dataset
uspto-grants-1990_10
Patent number
US04965266

Reaction notes

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