Tryptamine → HCID 69336991, compound

HRID 1179070Notes

Reaction equation

HRID 1179070 reaction equation
C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:13].Cl.[NH:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([CH2:24][CH2:25][NH:26][CH:27]2[CH2:32][CH2:31][C:30]([C:36]3[CH:45]=[CH:44][C:43]4[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=4)[CH:37]=3)([N:33]([CH3:35])[CH3:34])[CH2:29][CH2:28]2)=[CH:16]1.CN(C)C1(C2C=CC3C(=CC=CC=3)C=2)CCC(=O)CC1.NCCC1C2C(=CC=CC=2)NC=1>>[ClH:13].[ClH:13].[NH:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:17]([CH2:24][CH2:25][NH:26][CH:27]2[CH2:32][CH2:31][C:30]([C:36]3[CH:45]=[CH:44][C:43]4[C:38](=[CH:39][CH:40]=[CH:41][CH:42]=4)[CH:37]=3)([N:33]([CH3:35])[CH3:34])[CH2:29][CH2:28]2)=[CH:16]1

Participants

5

Reactant 4

HCID 1150TryptamineHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 10136356HCID 10136356, compoundHCID 69337353HCID 69337353, compound

Product 1

HCID 69336991HCID 69336991, compound

Procedure

The dihydrochloride of the nonpolar diastereomer of N′-[2-(1H-indol-3-yl)-ethyl]-N,N-dimethyl-1-naphthalen-2-yl-cyclohexane-1,4-diamine was obtained analogously to the examples described above by reductive amination of 4-dimethylamino-4-naphthalen-2-yl-cyclohexanone with tryptamine.

Sources & evidence

ORD record
ord-e59667ed31cd4486b96379c5ff527639
Source dataset
uspto-grants-2007_10
Patent number
US07276518B2

Reaction notes

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