Diethyl Ether → HCID 117700533, compound

HRID 873538Notes

Reaction equation

HRID 873538 reaction equation
[CH3:1][C:2]([NH2:5])([CH3:4])[CH3:3].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:19]=[C:18]([C:20]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[O:21])[CH:17]=[CH:16][CH:15]=2)=[C:10]([CH3:27])[C:9]=1[CH:28]1[C:41]2[C:40](=[O:42])[CH2:39][C:38]([CH3:44])([CH3:43])[CH2:37][C:36]=2[O:35][C:34]2[CH2:33][C:32]([CH3:46])([CH3:45])[CH2:31][C:30](=[O:47])[C:29]1=2.C(OCC)C>C(O)C>[CH3:1][C:2]([NH2:5])([CH3:4])[CH3:3].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:19]=[C:18]([C:20]([NH:22][S:23]([CH3:26])(=[O:25])=[O:24])=[O:21])[CH:17]=[CH:16][CH:15]=2)=[C:10]([CH3:27])[C:9]=1[CH:28]1[C:29]2[C:30](=[O:47])[CH2:31][C:32]([CH3:45])([CH3:46])[CH2:33][C:34]=2[O:35][C:36]2[CH2:37][C:38]([CH3:44])([CH3:43])[CH2:39][C:40](=[O:42])[C:41]1=2

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6385Tert-ButylamineHCID 117700534HCID 117700534, compound

Product 1

HCID 117700533HCID 117700533, compoundYield 93.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methylpropan-2-amine (0.075 ml, 0.71 mmol) was added to a suspension of the 6-[4-methoxy-2-methyl-3-(3,3,6,6-tetramethyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)phenyl]-N-(methylsulfonyl)pyridine-2-carboxamide produced in Example 9 (209 mg, 0.35 mmol) in ethanol (2 ml) at room temperature, and the mixture thus obtained was then stirred at the same temperature as above for 30 minutes. Thereafter, diethyl ether was added to the reaction solution, and the solid thus generated was collected by filtration and was then dried to obtain the title compound (218 mg, yield: 93%).

Workup

  1. customthe mixture thus obtained
  2. filtrationthe solid thus generated was collected by filtration
  3. customwas then dried

Sources & evidence

ORD record
ord-24cc6393c8d84287bc26ef9ecc0acfaa
Source dataset
uspto-grants-2015_03
Patent number
US08975263B2

Reaction notes

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