1-Adamantanecarboxylic acid → HCID 178448503, compound

HRID 1469980Notes

Reaction equation

HRID 1469980 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][CH:12]=[CH2:13].[C:14]12([C:24](O)=[O:25])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2>>[CH2:10]([N:3]1[C:2]([CH3:1])=[C:6]([CH3:7])[S:5]/[C:4]/1=[N:8]\[C:24]([C:14]12[CH2:23][CH:18]3[CH2:17][CH:16]([CH2:22][CH:20]([CH2:19]3)[CH2:21]1)[CH2:15]2)=[O:25])[CH2:11][CH:12]=[CH2:13]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 21241Homoallyl bromideHCID 732382-Amino-4,5-dimethyl-1,3-thiazole

Product 1

HCID 178448503HCID 178448503, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 4-bromo-but-1-ene 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 1.60-1.76 (m, 6H) 1.85 (d, J=2.50 Hz, 6H) 1.94-2.04 (m, 3H) 2.15 (s, 3H) 2.20 (s, 3H) 2.46 (q, J=7.18 Hz, 2H) 4.16 (t, 2H) 4.94-5.13 (m, 2H) 5.75-5.90 (m, 1H); MS (ESI) m/z 345 (M+H)+.

Sources & evidence

ORD record
ord-15b1b83ffeee44df8dfb180feef7cb82
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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