1-Adamantanecarboxylic acid → HCID 178435113, compound

HRID 1469979Notes

Reaction equation

HRID 1469979 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH2:8])[S:5][C:6]=1[CH3:7].Br[CH:10]1[CH2:13][CH2:12][CH2:11]1.[C:14]12([C:24](O)=[O:25])[CH2:23][CH:18]3[CH2:19][CH:20]([CH2:22][CH:16]([CH2:17]3)[CH2:15]1)[CH2:21]2>>[CH:10]1([N:3]2[C:2]([CH3:1])=[C:6]([CH3:7])[S:5]/[C:4]/2=[N:8]\[C:24]([C:14]23[CH2:23][CH:18]4[CH2:17][CH:16]([CH2:22][CH:20]([CH2:19]4)[CH2:21]2)[CH2:15]3)=[O:25])[CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 3

HCID 132351-Adamantanecarboxylic acidHCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 78110Bromocyclobutane

Product 1

HCID 178435113HCID 178435113, compound

Procedure

4,5-Dimethylthiazol-2-ylamine, bromocyclobutane 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 0.43-0.53 (m, 3H) 1.21-1.29 (m, J=7.18, 7.18 Hz, 1H) 1.60-1.74 (m, J=15.60 Hz, 7H) 1.82 (d, J=2.81 Hz, 6H) 1.94-2.03 (m, 3H) 2.17 (s, 3H) 2.24 (s, 3H) 4.06 (d, J=7.18 Hz, 2H); MS (ESI) m/z 345 (M+H)+.

Sources & evidence

ORD record
ord-754541a4f25e4757ba923b63a632b68e
Source dataset
uspto-grants-2015_04
Patent number
US09006275B2

Reaction notes

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