1-Adamantanecarboxylic acid → HCID 178435114, compound

HRID 1469982Notes

Reaction equation

HRID 1469982 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:8])[S:5][C:6]=1[CH3:7].Br[CH2:10][CH:11]1[CH2:14][CH2:13][CH2:12]1.[C:15]12([C:25](O)=[O:26])[CH2:24][CH:19]3[CH2:20][CH:21]([CH2:23][CH:17]([CH2:18]3)[CH2:16]1)[CH2:22]2>>[CH:11]1([CH2:10][N:3]2[C:2]([CH3:1])=[C:6]([CH3:7])[S:5]/[C:4]/2=[N:8]\[C:25]([C:15]23[CH2:24][CH:19]4[CH2:18][CH:17]([CH2:23][CH:21]([CH2:20]4)[CH2:22]2)[CH2:16]3)=[O:26])[CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 2734658(Bromomethyl)cyclobutane

Product 1

HCID 178435114HCID 178435114, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, bromomethylcyclobutane 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 1.60-1.75 (m, 6H) 1.75-1.93 (m, 10H) 1.92-2.06 (m, 5H) 2.15 (s, 3H) 2.18 (s, 3H) 2.64-2.74 (m, 1H) 4.22 (d, J=7.18 Hz, 2H); MS (ESI) m/z 359 (M+H)+.

Sources & evidence

ORD record
ord-e8ec96521a1a48f78bbb0a1cedcebbfe
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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