Dimethylformamide → HCID 57970641, compound

HRID 1639977Notes

Reaction equation

HRID 1639977 reaction equation
Cl.[O:2]1[CH2:7][CH2:6][CH:5]([N:8]2[CH2:12][CH2:11][C@:10]3([CH2:17][CH2:16][CH2:15][NH:14][CH2:13]3)[C:9]2=[O:18])[CH2:4][CH2:3]1.[Cl:19][C:20]1[CH:21]=[CH:22][C:23](F)=[N:24][CH:25]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>>[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([N:14]2[CH2:15][CH2:16][CH2:17][C@@:10]3([C:9](=[O:18])[N:8]([CH:5]4[CH2:6][CH2:7][O:2][CH2:3][CH2:4]4)[CH2:12][CH2:11]3)[CH2:13]2)=[N:24][CH:25]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 3458175-Chloro-2-fluoropyridineHCID 66722219HCID 66722219, compound

Product 1

HCID 57970641HCID 57970641, compound

Conditions

Temperature
120 °C

Procedure

A mixture of (5S)-2-(tetrahydro-2H-pyran-4-yl)-2,7-diazaspiro[4.5]decan-1-one hydrochloride (29.4 mg, 0.000107 mol, this compound was prepared by using procedures analogous to those described for the synthesis of example 92, steps 1-3), 5-chloro-2-fluoropyridine (17 mg, 0.000013 mol) and potassium carbonate (0.029 mL, 0.00032 mol) in N,N-dimethylformamide (0.6 mL, 0.008 mol) was heated at 120° C. for 5 h. The crude product was purified by prep-HPLC to afford the desired product. LC-MS: 350.2 (M+H)+.

Workup

  1. customthis compound was prepared
  2. customThe crude product was purified by prep-HPLC

Sources & evidence

ORD record
ord-e295a7c140434f78966ae7674bc89234
Source dataset
uspto-grants-2012_02
Patent number
US08110581B2

Reaction notes

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