Dibenzylamine → Epinastine

HRID 1033851Notes

Reaction equation

HRID 1033851 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16]([NH:20][CH2:21]CCC)CCC.[NH:25](CCO)CCO.C(NC(C)C)(C)C.C(NCC1C=CC=CC=1)C.CNCC1C=CC=CC=1>>[NH2:25][C:16]1[N:8]2[C:1]3[CH:2]=[CH:7][CH:6]=[CH:5][C:4]=3[CH2:3][C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[CH:9]2[CH2:21][N:20]=1

Participants

7

Reactant 6

HCID 7656DibenzylamineHCID 7669N-MethylbenzylamineHCID 7912DiisopropylamineHCID 8113DiethanolamineHCID 8148DibutylamineHCID 84352N-Ethylbenzylamine

Product 1

HCID 3241Epinastine

Procedure

adding a base selected from the group consisting of N,N-dibenzylamine, N,N-dibutylamine, diethanolamine, diisopropylamine, N-ethylbenzylamine, sarcosin-Na salt and N-methylbenzylamine to the reaction mixture, to produce 3-amino-9,13b-dihydro-1H-dibenz[c,f]imidazo[1,5-a]azepine;

Workup

  1. additionadding a base

Sources & evidence

ORD record
ord-703908ef9cd5479bbd9ec3e739d18c79
Source dataset
uspto-grants-1994_05
Patent number
US05312916

Reaction notes

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