3-Hydroxybenzyl alcohol → HCID 178439654, compound

HRID 2423548Notes

Reaction equation

HRID 2423548 reaction equation
O[CH2:2][C:3]1C=C(O)C=C[CH:8]=1.C(C1C(O)=CC=C2C=1C=CN2CC(C)(C)C)C=C.[CH3:28][C:29]([CH3:61])([CH3:60])[CH2:30][N:31]1[C:39]2[C:34](=[C:35]([CH2:57][CH2:58][CH3:59])[C:36]([O:40][CH2:41][CH2:42][CH2:43][CH2:44][O:45][C:46]3[CH:51]=[CH:50][C:49]([C:52]4[NH:56][N:55]=[N:54][N:53]=4)=[CH:48][CH:47]=3)=[CH:37][CH:38]=2)[CH:33]=[CH:32]1>>[CH2:57]([C:35]1[C:36]([O:40][CH2:41][C:42]2[CH:8]=[CH:3][CH:2]=[C:44]([O:45][C:46]3[CH:47]=[CH:48][C:49]([C:52]4[NH:56][N:55]=[N:54][N:53]=4)=[CH:50][CH:51]=3)[CH:43]=2)=[CH:37][CH:38]=[C:39]2[C:34]=1[CH:33]=[CH:32][N:31]2[CH2:30][C:29]([CH3:60])([CH3:61])[CH3:28])[CH:58]=[CH2:59]

Participants

4

Reactant 3

HCID 1023-Hydroxybenzyl alcoholHCID 186724644-allyl-5-hydroxy-N-neopentylindoleHCID 1784396861-(2,2-dimethylpropyl)-4-propyl-5-{4-[4-(1H-tetrazol-5-yl)phenoxy]butoxy}-1H-indole

Product 1

HCID 178439654HCID 178439654, compound

Procedure

A similar reaction sequence as outlined in example 28 was followed using 3-(hydroxymethyl)phenol and 4-allyl-1-(2,2-dimethylpropyl)-1H-indol-5-ol, an intermediate from example 1. 1H NMR (CDCl3, 500 MHz) δ 7.97 (d, 2H), 7.43 (t, 1H), 7.30 (d, 1H), 7.20 (br s, 1H), 7.16 (d, 1H), 7.10 (s, 1H), 7.08 (d, 2H), 7.04-7.06 (m, 1H), 6.93 (d, 1H), 6.5 (br s, 1H), 5.90-6.03 (m, 1H), 5.10 (s, 2H), 5.05 (d, 1H), 4.95 (d, 1H), 3.90 (d, 2H), 3.68 (d, 2H), 1.00 (s, 9H).

Sources & evidence

ORD record
ord-993ec59c510248d186556af28b69b5f5
Source dataset
uspto-grants-2011_06
Patent number
US07960417B2

Reaction notes

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