Diethyl Ether → HCID 117700896, compound

HRID 873543Notes

Reaction equation

HRID 873543 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])[C:17]([CH3:27])=[CH:16][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])[C:17]([CH3:27])=[CH:16][CH:15]=2)=[C:10]([CH3:28])[C:9]=1[CH:29]1[C:30]2[C:31](=[O:48])[CH2:32][C:33]([CH3:46])([CH3:47])[CH2:34][C:35]=2[O:36][C:37]2[CH2:38][C:39]([CH3:45])([CH3:44])[CH2:40][C:41](=[O:43])[C:42]1=2

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6385Tert-ButylamineHCID 78324916HCID 78324916, compound

Product 1

HCID 117700896HCID 117700896, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Methylpropan-2-amine (0.048 ml, 0.45 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]-3-methyl-N-(methylsulfonyl)pyridine-2-carboxamide produced in Example 16 (136 mg, 0.22 mmol) in ethanol (1.4 ml) at room temperature, and the mixture thus obtained was then stirred at the same temperature as above for 15 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 (130 mg, yield: 85%).

Workup

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

Sources & evidence

ORD record
ord-5329d25f23044a8e847bf6df78b2a55c
Source dataset
uspto-grants-2015_03
Patent number
US08975263B2

Reaction notes

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