Ammonium Hydroxide → HCID 68773216, compound

HRID 2194178Notes

Reaction equation

HRID 2194178 reaction equation
Cl[C:2]1[C:7]([S:8]([N:11]2[CH2:32][CH2:31][C:14]3([C:18](=[O:19])[N:17]([C:20]4[CH:25]=[CH:24][C:23]([O:26][C:27]([F:30])([F:29])[F:28])=[CH:22][CH:21]=4)[CH2:16][CH2:15]3)[CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[OH-].[NH4+:34]>>[NH2:34][C:2]1[C:7]([S:8]([N:11]2[CH2:32][CH2:31][C:14]3([C:18](=[O:19])[N:17]([C:20]4[CH:25]=[CH:24][C:23]([O:26][C:27]([F:30])([F:29])[F:28])=[CH:22][CH:21]=4)[CH2:16][CH2:15]3)[CH2:13][CH2:12]2)(=[O:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 595779608-(2-Chloro-pyridine-3-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

Product 1

HCID 68773216HCID 68773216, compoundYield 98%

Conditions

Temperature
150 °C

Procedure

A mixture of 8-(2-chloro-pyridine-3-sulfonyl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (example 188, 40 mg, 0.08 mmol) and ammonium hydroxide (2M solution in water, 8 mL) was heated in an autoclave at 150° C. for 16 h. The reaction mixture was concentrated in vacuo to give a crude residue which was purified by flash column chromatography (5% methanol in chloroform) to yield the desired product as a white solid (36 mg, 98%). MS (ESI): 471.2 (MH+).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto give a crude residue which
  3. customwas purified by flash column chromatography (5% methanol in chloroform)

Sources & evidence

ORD record
ord-01d3818be67f4505807abef37dec5d69
Source dataset
uspto-grants-2012_12
Patent number
US08329904B2

Reaction notes

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