1-Adamantanecarboxylic acid → HCID 178446104, compound

HRID 255097Notes

Reaction equation

HRID 255097 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]=[CH2:14].[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]([CH2:14][CH2:13][CH2:12][CH:11]=[CH2:10])/[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 707041-Pentene, 5-bromo-HCID 732382-Amino-4,5-dimethyl-1,3-thiazole

Product 1

HCID 178446104HCID 178446104, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 5-bromo-pent-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 1.68 (q, 6 H) 1.74-1.81 (m, 2 H) 1.84 (d, J=2.50 Hz, 6 H) 1.94-2.02 (m, 3 H) 2.10 (q, 2 H) 2.15 (s, 3 H) 2.20 (s, 3 H) 4.11 (t, 2 H) 4.95-5.13 (m, 2 H) 5.80-5.95 (m, 1 H); MS (ESI) m/z 359 (M+H)+.

Sources & evidence

ORD record
ord-a599c246e461420e8bd43cebad5d405b
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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