Methanol → HCID 20568897, compound

HRID 1578113Notes

Reaction equation

HRID 1578113 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[CH2:4][CH2:3]1.[C:19](O)(=[O:30])[CH2:20][C:21]1[C:22](=[CH:26][CH:27]=[CH:28][CH:29]=1)[C:23](O)=[O:24].CO>C(O)C>[NH:12]1[C:13]2[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:10]([CH2:9][CH2:8][N:5]2[CH2:6][CH2:7][CH:2]([N:1]3[C:19](=[O:30])[CH2:20][C:21]4[C:22](=[CH:26][CH:27]=[CH:28][CH:29]=4)[C:23]3=[O:24])[CH2:3][CH2:4]2)=[CH:11]1

Participants

5

Reactant 3

HCID 887MethanolHCID 66643Homophthalic acidHCID 2154154-Piperidinamine, 1-(2-(1H-indol-3-yl)ethyl)-, hydrate

Product 1

HCID 20568897HCID 20568897, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Amino-1-[2-(indol-3-yl)ethyl]piperidine (2.43 g, 0.01 mol) and homophthalic acid (1.80 g, 0.01 mol) were heated at 160° (external temperature) for 3 hours then cooled to room temperature, giving a glass. This was dissolved in refluxing methanol and a small quantity of ethanol then cooled at 5° C. overnight. The title compound was deposited as a tacky solid which was collected and dried (0.82 g, 21.2%). The hydrochloride was formed by treatment of the base overnight with ethereal HCl, m.p. 186°-188°.

Workup

  1. customgiving a glass
  2. dissolutionThis was dissolved

Sources & evidence

ORD record
ord-fbbd70094dc24f84b443eb87572d3575
Source dataset
uspto-grants-1981_09
Patent number
US04291042

Reaction notes

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