1-Adamantanecarboxylic acid → HCID 178435122, compound

HRID 1469983Notes

Reaction equation

HRID 1469983 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:8])[S:5][C:6]=1[CH3:7].Br[CH2:10][CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14].[C:16]12([C:26]([OH:28])=O)[CH2:25][CH:20]3[CH2:21][CH:22]([CH2:24][CH:18]([CH2:19]3)[CH2:17]1)[CH2:23]2>>[CH3:1][C:2]1[N:3]([CH2:10][CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])/[C:4](=[N:8]/[C:26]([C:16]23[CH2:17][CH:18]4[CH2:24][CH:22]([CH2:21][CH:20]([CH2:19]4)[CH2:25]2)[CH2:23]3)=[O:28])/[S:5][C:6]=1[CH3:7]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 69385Pentane, 1-bromo-4-methyl-HCID 732382-Amino-4,5-dimethyl-1,3-thiazole

Product 1

HCID 178435122HCID 178435122, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 1-bromo-4-methyl-pentane and 1-adamantane carboxylic acid were processed according to the method of Example 47 to afford the title compound. 1H NMR (CDCl3, 500 MHz) δ ppm 0.87 (d, J=6.55 Hz, 6H) 1.18-1.27 (m, 2H) 1.54-1.62 (m, 1H) 1.62-1.76 (m, 8H) 1.84 (d, J=2.50 Hz, 6H) 1.94-2.03 (m, 3H) 2.15 (s, 3H) 2.20 (s, 3H) 3.98-4.11 (m, 2H); MS (ESI) m/z 374 (M=H)+.

Sources & evidence

ORD record
ord-582d613101c24afbacad87c27fa3a7d9
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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