Dimethylformamide → HCID 57970982, compound

HRID 1044354Notes

Reaction equation

HRID 1044354 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:13][CH2:12][C@:11]2([CH2:18][CH2:17][CH2:16][NH:15][CH2:14]2)[C:10]1=[O:19].Cl[C:21]1[C:26]([Cl:27])=[CH:25][C:24]([Cl:28])=[CH:23][N:22]=1.C(N(CC)CC)C.CN(C)C=O>>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:13][CH2:12][C@:11]2([CH2:18][CH2:17][CH2:16][N:15]([C:21]3[C:26]([Cl:27])=[CH:25][C:24]([Cl:28])=[CH:23][N:22]=3)[CH2:14]2)[C:10]1=[O:19]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 27666Pyridine, 2,3,5-trichloro-HCID 66722410HCID 66722410, compound

Product 1

HCID 57970982HCID 57970982, compound

Conditions

Temperature
180 °C

Procedure

A mixture of (5S)-2-(2-chlorophenyl)-2,7-diazaspiro[4.5]decan-1-one hydrochloride (18.2 mg, 0.0000604 mol), 2,3,5-trichloropyridine (16 mg, 0.000091 mol) and triethylamine (0.025 mL, 0.00018 mol) in N,N-dimethylformamide (0.4 mL, 0.005 mol) was irradiated with microwaves to heat the mixture to 180° C. for 20 min. The crude product was purified by prep-HPLC to afford the desired product. LC-MS: 410.1/412.1/414.0 (M+H)+.

Workup

  1. customwas irradiated with microwaves
  2. customThe crude product was purified by prep-HPLC

Sources & evidence

ORD record
ord-16892eb27cee4ae1b097779658429ebb
Source dataset
uspto-grants-2013_10
Patent number
US08563570B2

Reaction notes

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