1-Adamantanecarboxylic acid → HCID 178446105, compound

HRID 1469992Notes

Reaction equation

HRID 1469992 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:8])[S:5][C:6]=1[CH3:7].Br[CH2:10][C:11]#[C:12][CH2:13][CH3:14].[C:15]12([C:25]([OH:27])=O)[CH2:24][CH:19]3[CH2:20][CH:21]([CH2:23][CH:17]([CH2:18]3)[CH2:16]1)[CH2:22]2>>[CH3:1][C:2]1[N:3]([CH2:10][C:11]#[C:12][CH2:13][CH3:14])/[C:4](=[N:8]/[C:25]([C:15]23[CH2:16][CH:17]4[CH2:18][CH:19]([CH2:20][CH:21]([CH2:23]4)[CH2:22]2)[CH2:24]3)=[O:27])/[S:5][C:6]=1[CH3:7]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 853991-Bromopent-2-yne

Product 1

HCID 178446105HCID 178446105, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 1-bromo-pent-2-yne 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 1.03 (t, J=7.49 Hz, 3H) 1.64-1.75 (m, 6H) 1.84 (d, J=2.50 Hz, 6H) 1.94-2.02 (m, 3H) 2.16 (s, 3H) 2.16-2.22 (m, 2H) 2.28 (s, 3H) 5.00 (t, J=2.18 Hz, 2H); MS (ESI) m/z 357 (M+H)+.

Sources & evidence

ORD record
ord-1c619afc45e74bbfab7b7ece2e3521e2
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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