1-Adamantanecarboxylic acid → HCID 178435118, compound

HRID 1469993Notes

Reaction equation

HRID 1469993 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][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1.[C:22]12([C:32](O)=[O:33])[CH2:31][CH:26]3[CH2:27][CH:28]([CH2:30][CH:24]([CH2:25]3)[CH2:23]1)[CH2:29]2>>[CH3:1][C:2]1[N:3]([CH2:10][CH2:11][C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14][CH:13]=2)/[C:4](=[N:8]/[C:32]([C:22]23[CH2:31][CH:26]4[CH2:25][CH:24]([CH2:30][CH:28]([CH2:27]4)[CH2:29]2)[CH2:23]3)=[O:33])/[S:5][C:6]=1[CH3:7]

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 1395411-(2-Bromoethyl)naphthalene

Product 1

HCID 178435118HCID 178435118, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, 1-(2-bromo-ethyl)-naphthalene 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 1.61-1.80 (m, 6H) 1.82-1.93 (m, 6H) 1.95-2.05 (m, 3H) 2.13 (d, J=4.06 Hz, 6H) 3.40-3.56 (m, 2H) 4.26-4.52 (m, 2H) 7.34-7.41 (m, 1H) 7.41-7.46 (m, 1H) 7.51-7.60 (m, 2H) 7.78-7.92 (m, 1H) 7.92-8.02 (m, 1H) 8.27-8.44 (m, 1H); MS (ESI) m/z 445 (M+H)+.

Sources & evidence

ORD record
ord-fdc649cd04574a91bbe051e3c1a9f418
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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