Triethylamine → HCID 178517857, compound

HRID 1639960Notes

Reaction equation

HRID 1639960 reaction equation
Cl.[OH:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([N:9]2[CH2:13][CH2:12][C:11]3([CH2:18][CH2:17][CH2:16][NH:15][CH2:14]3)[C:10]2=[O:19])[CH2:5][CH2:4]1.Cl[C:21]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][N:22]=1.C(N(CC)CC)C.CN1CCCC1=O>>[OH:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([N:9]2[CH2:13][CH2:12][C:11]3([CH2:18][CH2:17][CH2:16][N:15]([C:21]4[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][N:22]=4)[CH2:14]3)[C:10]2=[O:19])[CH2:5][CH2:4]1

Participants

5

Reactant 4

HCID 8471TriethylamineHCID 13387N-methyl-2-pyrrolidoneHCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 178479652HCID 178479652, compound

Product 1

HCID 178517857HCID 178517857, compoundYield 21.4%

Procedure

A mixture of 2-(trans-4-hydroxycyclohexyl)-2,7-diazaspiro[4.5]decan-1-one hydrochloride (5 mg, 0.00002 mol), 2-chloro-5-(trifluoromethyl)pyridine (6 mg, 0.00003 mol), and triethylamine (20 μL, 0.0001 mol) in N-methylpyrrolidinone (800 μL, 0.008 mol) was microwave irradiated at 180° C. for 10 min. After cooling, it was purified by prep.-HPLC to afford 1.7 mg of the desired product. LC-MS: 398.3 (M+H)+.

Workup

  1. customwas microwave irradiated at 180° C. for 10 min
  2. temperatureAfter cooling
  3. customit was purified by prep.-HPLC

Sources & evidence

ORD record
ord-ceeefd72ecff4982860069eeaedae1fe
Source dataset
uspto-grants-2012_02
Patent number
US08110581B2

Reaction notes

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