Diethyl Ether → HCID 117700852, compound

HRID 873544Notes

Reaction equation

HRID 873544 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]=[C:16]([CH3:27])[CH:15]=2)=[C:10]([CH3:28])[C:9]=1[CH:29]1[C:42]2[C:41](=[O:43])[CH2:40][C:39]([CH3:45])([CH3:44])[CH2:38][C:37]=2[O:36][C:35]2[CH2:34][C:33]([CH3:47])([CH3:46])[CH2:32][C:31](=[O:48])[C:30]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]=[C:16]([CH3:27])[CH:15]=2)=[C:10]([CH3:28])[C:9]=1[CH:29]1[C:42]2[C:41](=[O:43])[CH2:40][C:39]([CH3:44])([CH3:45])[CH2:38][C:37]=2[O:36][C:35]2[CH2:34][C:33]([CH3:47])([CH3:46])[CH2:32][C:31](=[O:48])[C:30]1=2

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6385Tert-ButylamineHCID 78324918HCID 78324918, compound

Product 1

HCID 117700852HCID 117700852, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methylpropan-2-amine (0.041 ml, 0.39 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]-4-methyl-N-(methylsulfonyl)pyridine-2-carboxamide produced in Example 40 (118 mg, 0.19 mmol) in ethanol (1.2 ml) at room temperature, and the mixture thus obtained was then stirred at the same temperature as above for 1 hour. 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 (111 mg, yield: 84%).

Workup

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

Sources & evidence

ORD record
ord-c2e5c3b0bc9a4ceaae44a561f6e2c6e2
Source dataset
uspto-grants-2015_03
Patent number
US08975263B2

Reaction notes

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