1-Adamantanecarboxylic acid → HCID 178435117, compound

HRID 255105Notes

Reaction equation

HRID 255105 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]1[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=1[Cl:18].[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>>[Cl:18][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([F:17])[C:11]=1[CH2:10][N:3]1[C:2]([CH3:1])=[C:6]([CH3:7])[S:5]/[C:4]/1=[N:8]\[C:29]([C:19]12[CH2:28][CH:23]3[CH2:22][CH:21]([CH2:27][CH:25]([CH2:24]3)[CH2:26]1)[CH2:20]2)=[O:30]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 27736252-Chloro-6-fluorobenzyl bromide

Product 1

HCID 178435117HCID 178435117, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 2-bromomethyl-1-chloro-3-fluorobenzene 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 1.50-1.70 (m, 12 H) 1.80-1.93 (m, 3 H) 2.17 (s, 3 H) 2.22 (s, 3 H) 5.42 (s, 2 H) 7.11-7.22 (m, 1 H) 7.26-7.41 (m, 2 H); MS (ESI) m/z 433 (M+H)+.

Sources & evidence

ORD record
ord-d9b9857e79864289b4f9f10a86c6d0e1
Source dataset
uspto-grants-2011_01
Patent number
US07875639B2

Reaction notes

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