Triethylamine → HCID 131722708, compound

HRID 1068687Notes

Reaction equation

HRID 1068687 reaction equation
[O:1]=[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[O:3]1.[Cl:18][CH2:19][CH2:20][CH2:21][CH2:22][C:23]1[C:31]2[C:26](=[CH:27][CH:28]=[C:29]([C:32]#[N:33])[CH:30]=2)[NH:25][CH:24]=1.C(N(CC)CC)C.C(N(C(C)C)C(C)C)C>C(#N)C>[ClH:18].[ClH:18].[O:1]=[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:19][CH2:20][CH2:21][CH2:22][C:23]3[C:31]4[C:26](=[CH:27][CH:28]=[C:29]([C:32]#[N:33])[CH:30]=4)[NH:25][CH:24]=3)[CH2:10][CH2:9]2)[C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]=2[O:3]1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 81531DiisopropylethylamineHCID 98811233-(4-Chlorobutyl)-5-cyanoindoleHCID 10799473HCID 10799473, compound

Product 1

HCID 131722708HCID 131722708, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

0.79 g (0.003 mol) of 4-(2-oxo-2H-1-benzopyran-4-yl)piperazine [obtainable, for example, by reaction of N,N-bis(2-chloroethyl) amine with 4-amino-2-oxo-2H-1-benzopyran] and 0.80 g (0.003 mol) of 3-(4-chloro-butyl)-5-cyanoindole [which can be prepared by reduction of 3-(4-chlorobutanoyl) indole-5-carbonitrile] are dissolved in 100 ml of acetonitrile, 0.50 ml (0.004 mol) of triethylamine and 1.20 ml (0.007 mol) of ethyldiisopropylamine are added, and the mixture is stirred overnight on a steam bath. After customary working up, 3-{4-[4-(2-oxo-2H-1-benzopyran-4-yl)-1-piperazinyl]butyl}indole-5-carbonitrile, dihydrochloride, m.p. 284-285°, is obtained.

Sources & evidence

ORD record
ord-03d82003afe24350bdd520b42c0482cd
Source dataset
uspto-grants-2001_06
Patent number
US06251908B1

Reaction notes

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