1-Adamantanecarboxylic acid → HCID 178435115, compound

HRID 1469986Notes

Reaction equation

HRID 1469986 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:16]=[CH:15][C:14]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:13][CH:12]=1.[C:21]12([C:31](O)=[O:32])[CH2:30][CH:25]3[CH2:26][CH:27]([CH2:29][CH:23]([CH2:24]3)[CH2:22]1)[CH2:28]2>>[C:17]([C:14]1[CH:15]=[CH:16][C:11]([CH2:10][N:3]2[C:2]([CH3:1])=[C:6]([CH3:7])[S:5]/[C:4]/2=[N:8]\[C:31]([C:21]23[CH2:30][CH:25]4[CH2:24][CH:23]([CH2:29][CH:27]([CH2:26]4)[CH2:28]2)[CH2:22]3)=[O:32])=[CH:12][CH:13]=1)([CH3:20])([CH3:19])[CH3:18]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 878361-(Bromomethyl)-4-(1,1-dimethylethyl)benzene

Product 1

HCID 178435115HCID 178435115, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 1-bromomethyl-4-tert-butylbenzene 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 1.24 (s, 9H) 1.54-1.73 (m, 6H) 1.82 (d, J=2.50 Hz, 6H) 1.92-2.01 (m, 3H) 2.10 (s, 3H) 2.13 (s, 3H) 5.39 (s, 2H) 7.19 (d, J=8.42 Hz, 2H) 7.36 (d, J=8.42 Hz, 2H); MS (ESI) m/z 437 (M+H)+.

Sources & evidence

ORD record
ord-5d0be2b12997456b9d49d8a306ecef1f
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

Loading…