1-Adamantanecarboxylic acid → HCID 178435124, compound

HRID 255086Notes

Reaction equation

HRID 255086 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][O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:19]12([C:29](O)=[O:30])[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:27][CH:21]([CH2:22]3)[CH2:20]1)[CH2:26]2>>[CH3:1][C:2]1[N:3]([CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)/[C:4](=[N:8]/[C:29]([C:19]23[CH2:28][CH:23]4[CH2:22][CH:21]([CH2:27][CH:25]([CH2:24]4)[CH2:26]2)[CH2:20]3)=[O:30])/[S:5][C:6]=1[CH3:7]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 68526Benzene, (2-bromoethoxy)-HCID 732382-Amino-4,5-dimethyl-1,3-thiazole

Product 1

HCID 178435124HCID 178435124, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, (2-bromoethoxy)benzene and 1-adamantane carboxylic acid were processed according to the method of Example 47 to afford the title compound. 1H NMR (CDCl3, 300 MHz) δ ppm 1.57-1.77 (m, 6 H) 1.83 (d, J=2.50 Hz, 6 H) 1.93-2.03 (m, 3 H) 2.16 (s, 3 H) 2.26 (s, 3 H) 4.34 (t, J=5.30 Hz, 2 H) 4.46 (t, J=5.30 Hz, 2 H) 6.83-7.03 (m, 3 H) 7.23-7.36 (m, 2 H); MS (ESI) m/z 411 (M=H)+.

Sources & evidence

ORD record
ord-6bf31dd52e9b436d8422ec63405017bd
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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