1-Adamantaneacetic acid → HCID 67160550, compound

HRID 469670Notes

Reaction equation

HRID 469670 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[C:3]1=[O:18].[C:19]12([CH2:29][C:30](O)=[O:31])[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:27][CH:21]([CH2:22]3)[CH2:20]1)[CH2:26]2>>[C:19]12([CH2:29][C:30]([NH:1][N:2]3[N:11]=[C:10]([C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=4)[C:9]4[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=4[C:3]3=[O:18])=[O:31])[CH2:26][CH:25]3[CH2:24][CH:23]([CH2:22][CH:21]([CH2:27]3)[CH2:20]1)[CH2:28]2

Participants

3

Reactant 2

HCID 1232211-Adamantaneacetic acidHCID 67160016HCID 67160016, compound

Product 1

HCID 67160550HCID 67160550, compound

Procedure

The product from Example 185A 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 11.16 (s, 1H), 7.39-7.52 (m, 5H), 2.51-2.56 (m, 2H), 2.37-2.41 (m, 2H), 2.01 (s, 2H), 1.90-1.96 (bs, 3H), 1.70-1.77 (m, 2H), 1.53-1.71 (m, 14H); MS (APCI+) M/Z 419 (M+H)+.

Sources & evidence

ORD record
ord-39d60a4eed00495bae2a3f53fc203605
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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