1-Adamantanecarboxylic acid → HCID 24888213, compound

HRID 255088Notes

Reaction equation

HRID 255088 reaction equation
[C:1]12([C:11](O)=[O:12])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.Br.[O:15]1[C:20]2[CH:21]=[CH:22][CH:23]=[C:24]([O:25][CH2:26][CH2:27][N:28]3[C:32]([CH3:33])=[C:31]([CH3:34])[S:30][C:29]3=[NH:35])[C:19]=2[O:18][CH2:17][CH2:16]1>>[O:15]1[C:20]2[CH:21]=[CH:22][CH:23]=[C:24]([O:25][CH2:26][CH2:27][N:28]3[C:32]([CH3:33])=[C:31]([CH3:34])[S:30][C:29]3=[N:35][C:11]([C:1]34[CH2:8][CH:7]5[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]5)[CH2:2]3)[CH2:10]4)=[O:12])[C:19]=2[O:18][CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 132351-Adamantanecarboxylic acidHCID 66858466HCID 66858466, compound

Product 1

HCID 24888213HCID 24888213, compoundYield 195.6%

Procedure

Adamantane-1-carboxylic acid (0.78 g, 0.12 mmol) and the product of Example 81A (0.15 g, 0.39 mmol) were processed according to the method of Example 77B. Purification by column chromatography (SiO2, 0-15% methanol/methylene chloride gradient) afforded 0.11 g (60%) of the title compound

Workup

  1. customPurification by column chromatography (SiO2, 0-15% methanol/methylene chloride gradient)

Sources & evidence

ORD record
ord-d19f4992461e4e4c847f9ecc33b054f2
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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