5-Bromo-1-naphthaldehyde → 5-[3-(1-Adamantyl)-4-methoxyphenyl]-1-naphthaldehyde

HRID 860562Notes

Reaction equation

HRID 860562 reaction equation
[C:1]12([C:11]3[CH:12]=[C:13](C4C=C5C(=CC=4)C=C(N4C(=O)C(=C)SC4=O)C=C5)[CH:14]=[CH:15][C:16]=3[O:17][CH3:18])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.Br[C:38]1[CH:47]=[CH:46][CH:45]=[C:44]2[C:39]=1[CH:40]=[CH:41][CH:42]=[C:43]2[CH:48]=[O:49]>>[C:1]12([C:11]3[CH:12]=[C:13]([C:38]4[CH:47]=[CH:46][CH:45]=[C:44]5[C:39]=4[CH:40]=[CH:41][CH:42]=[C:43]5[CH:48]=[O:49])[CH:14]=[CH:15][C:16]=3[O:17][CH3:18])[CH2:2][CH:3]3[CH2:4][CH:5]([CH2:6][CH:7]([CH2:9]3)[CH2:8]1)[CH2:10]2

Participants

3

Reactant 2

HCID 27492525-Bromo-1-naphthaldehydeHCID 865860356-[3-(1-Adamantyl)-4-methoxyphenyl]-naphthalen-2-yl-methylene-2,4-thiazolidinedione

Product 1

HCID 865860455-[3-(1-Adamantyl)-4-methoxyphenyl]-1-naphthaldehyde

Procedure

The intermediate 5-[3-(1-adamantyl)-4-methoxyphenyl]-1-naphthaldehyde was prepared in a similar manner as described herein using 3-(1-adamantyl)-4-methoxyphenyl boronic acid (see Example 8) and 5-bromo-1-naphthaldehyde.

Sources & evidence

ORD record
ord-39b3c77aee01414f824ae66ac45a7af4
Source dataset
uspto-grants-2006_12
Patent number
US07153875B2

Reaction notes

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