1-Adamantaneacetic acid → HCID 67159938, compound

HRID 469656Notes

Reaction equation

HRID 469656 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([CH:18]([CH3:20])[CH3:19])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:21].[C:22]12([CH2:32][C:33](O)=[O:34])[CH2:31][CH:26]3[CH2:27][CH:28]([CH2:30][CH:24]([CH2:25]3)[CH2:23]1)[CH2:29]2>>[C:22]12([CH2:32][C:33]([NH:1][N:2]3[N:11]=[C:10]([C:12]4[CH:13]=[CH:14][C:15]([CH:18]([CH3:19])[CH3:20])=[CH:16][CH:17]=4)[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[C:3]3=[O:21])=[O:34])[CH2:29][CH:28]3[CH2:27][CH:26]([CH2:25][CH:24]([CH2:30]3)[CH2:23]1)[CH2:31]2

Participants

3

Procedure

The product of Example 168A and 2-(adamantan-1-yl)acetic acid were treated using a method similar to that described in Example 17C to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.24 (s, 1H), 8.39-8.42 (m, 1H), 7.89-8.02 (m, 2H), 7.75-7.78 (m, 1H), 7.50-7.53 (m, 2H), 7.43-7.46 (m, 2H), 2.96-3.06 (m, 1H), 2.05 (s, 2H), 1.94-1.97 (m, 3H), 1.65-1.72 (m, 9H), 1.58-1.64 (m, 3H), 1.28 (d, J=6.9 Hz, 6H); MS (APCI+) M/Z 457 (M+H)+.

Sources & evidence

ORD record
ord-ef6b4cbb4e9940a1b6d97e04290bc61e
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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