1-Adamantanecarboxylic acid → HCID 178435116, compound

HRID 1469987Notes

Reaction equation

HRID 1469987 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[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1.[C:17]12([C:27](O)=[O:28])[CH2:26][CH:21]3[CH2:22][CH:23]([CH2:25][CH:19]([CH2:20]3)[CH2:18]1)[CH2:24]2>>[CH3:1][C:2]1[N:3]([CH2:10][C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)/[C:4](=[N:8]/[C:27]([C:17]23[CH2:26][CH:21]4[CH2:20][CH:19]([CH2:25][CH:23]([CH2:22]4)[CH2:24]2)[CH2:18]3)=[O:28])/[S:5][C:6]=1[CH3:7]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 2459343-(Bromomethyl)pyridine

Product 1

HCID 178435116HCID 178435116, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 3-bromomethylpyridine 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 1.49-1.71 (m, 6H) 1.74 (d, J=2.50 Hz, 6H) 1.85-2.02 (m, 3H) 2.19 (d, J=11.54 Hz, 6H) 5.44 (s, 2H) 7.29 (t, J=7.33 Hz, 2H) 7.69-7.85 (m, 1H) 8.49 (d, J=4.68 Hz, 1H); MS (ESI) m/z 382 (M+H)+.

Sources & evidence

ORD record
ord-6efc0ac354a44d1081181c94e8ba8f2d
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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