1-Adamantaneacetic acid → HCID 53237968, compound

HRID 469554Notes

Reaction equation

HRID 469554 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[C:4](=[CH:5][CH:6]=[C:7]([F:18])[CH:8]=2)[C:3]1=[O:19].[C:20]12([CH2:30][C:31](O)=[O:32])[CH2:29][CH:24]3[CH2:25][CH:26]([CH2:28][CH:22]([CH2:23]3)[CH2:21]1)[CH2:27]2>>[C:20]12([CH2:30][C:31]([NH:1][N:2]3[N:11]=[C:10]([C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)[C:9]4[C:4](=[CH:5][CH:6]=[C:7]([F:18])[CH:8]=4)[C:3]3=[O:19])=[O:32])[CH2:27][CH:26]3[CH2:25][CH:24]([CH2:23][CH:22]([CH2:28]3)[CH2:21]1)[CH2:29]2

Participants

3

Reactant 2

HCID 1232211-Adamantaneacetic acidHCID 67161481HCID 67161481, compound

Product 1

HCID 53237968HCID 53237968, compound

Procedure

The product from Example 35E and 2-(adamant-1-yl)acetic acid were processed using a method similar to that described in Example 17C to afford the title compound. 1H NMR (500 MHz, DMSO-d6) δ ppm 1.49-1.76 (m, 12H) 1.86-1.99 (m, 3H) 2.06 (s, 2H) 7.39 (dd, J=9.46, 2.44 Hz, 1H) 7.52-7.67 (m, 5H) 7.71-7.94 (m, 1H) 8.49 (dd, J=8.85, 5.49 Hz, 1H) 11.29 (s, 1H); MS (ESI) m/z 432 (M+H)+.

Sources & evidence

ORD record
ord-b2001bf27e4444e3ba854acd8068a348
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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