1-Adamantaneacetyl chloride → HCID 67160730, compound

HRID 469642Notes

Reaction equation

HRID 469642 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:22].[C:23]12([CH2:33][C:34](Cl)=[O:35])[CH2:32][CH:27]3[CH2:28][CH:29]([CH2:31][CH:25]([CH2:26]3)[CH2:24]1)[CH2:30]2>>[C:23]12([CH2:33][C:34]([NH:1][N:2]3[N:11]=[C:10]([C:12]4[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:19])[F:20])=[CH:14][CH:13]=4)[C:9]4[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=4)[C:3]3=[O:22])=[O:35])[CH2:30][CH:29]3[CH2:28][CH:27]([CH2:26][CH:25]([CH2:31]3)[CH2:24]1)[CH2:32]2

Participants

3

Reactant 2

HCID 27718821-Adamantaneacetyl chlorideHCID 67160581HCID 67160581, compound

Product 1

HCID 67160730HCID 67160730, compound

Procedure

The product of Example 147A and 2-(adamantan-1-yl)acetyl chloride were treated using a method similar to that described in Example 1C to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.31 (s, 1H), 8.42-8.45 (m, 1H), 7.96-8.01 (m, 2H), 7.93-7.97 (m, 2H), 7.83-7.86 (m, 2H), 7.72-7.76 (m, 1H), 2.06 (s, 2H), 1.93-1.96 (m, 3H), 1.58-1.73 (m, 12H); MS (APCI+) M/Z 482 (M+H)+.

Sources & evidence

ORD record
ord-2bd848449e6a49108562bc7d2ec1daba
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

Loading…