Triethylamine → HCID 13189037, compound

HRID 1995307Notes

Reaction equation

HRID 1995307 reaction equation
[CH2:1]1[CH2:6][NH:5][CH2:4][C:3]2[C:7](=[O:15])[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:2]1=2.C(N(CC)CC)C.Cl.Cl[CH2:25][CH2:26][N:27]1[CH2:34][CH:33]2[CH2:35][CH:29]([CH2:30][CH2:31][CH2:32]2)[CH2:28]1>>[CH:33]12[CH2:35][CH:29]([CH2:30][CH2:31][CH2:32]1)[CH2:28][N:27]([CH2:26][CH2:25][N:5]1[CH2:6][CH2:1][C:2]3[C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=4[O:8][C:7](=[O:15])[C:3]=3[CH2:4]1)[CH2:34]2

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 131369221,2,3,4-Tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-oneHCID 204881433-(2-Chloroethyl)-3-azabicyclo[3.3.1]nonane hydrochloride

Product 1

HCID 13189037HCID 13189037, compoundYield 35.5%

Procedure

Prepared by the method described for Example 13 from 1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-c]pyridin-5-one (0.8 g, 0.004 moles), triethylamine (1.3 ml, 0.009 moles), and 3-(2-chloroethyl)-3-azabicyclo[3.3.1]nonane hydrochloride (1.0 g, 0.0045 moles). The reflux time is 72 hours. The crude product is triturated in 10% aqueous potassium carbonate, filtered off, rinsed with water, and dried to give the product (0.5 g), mp 129°-130° C.

Workup

  1. customPrepared by the method
  2. customThe crude product is triturated in 10% aqueous potassium carbonate
  3. filtrationfiltered off
  4. washrinsed with water
  5. customdried

Sources & evidence

ORD record
ord-848023e02c954d0baa422cc27618e2ad
Source dataset
uspto-grants-1983_09
Patent number
US04404138

Reaction notes

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