4-Methoxyphenoxyacetic acid → HCID 66758829, compound

HRID 1507855Notes

Reaction equation

HRID 1507855 reaction equation
[Br:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][CH2:7][C:8]2[S:9][C:10]3[N:11]=[C:12]([NH2:23])[N:13]=[C:14]([N:17]4[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]4)[C:15]=3[N:16]=2)=[CH:4][CH:3]=1.[CH3:26][O:27][C:28]1[CH:38]=[CH:37][C:31]([O:32][CH2:33][C:34](O)=[O:35])=[CH:30][CH:29]=1>>[NH2:23][C:12]1[N:13]=[C:14]([N:17]2[CH2:18][CH2:19][N:20]([C:34](=[O:35])[CH2:33][O:32][C:31]3[CH:37]=[CH:38][C:28]([O:27][CH3:26])=[CH:29][CH:30]=3)[CH2:21][CH2:22]2)[C:15]2[N:16]=[C:8]([CH2:7][CH2:6][C:5]3[CH:24]=[CH:25][C:2]([Br:1])=[CH:3][CH:4]=3)[S:9][C:10]=2[N:11]=1

Participants

3

Reactant 2

HCID 746494-Methoxyphenoxyacetic acidHCID 66758492HCID 66758492, compound

Product 1

HCID 66758829HCID 66758829, compoundYield 40%

Procedure

This compound was prepared from 2-(4-bromophenethyl)-7-(piperazin-1-yl)thiazolo[5,4-d]pyrimidin-5-amine using 4-methoxyphenoxyacetic acid in a yield of 40%, according to the procedure for the synthesis of example 50. 1H NMR (300 MHz, CDCl3, 25° C.): δ=7.40 (d, 2H, PhH), 7.07 (d, 2H, PhH), 6.82-6.93 (m, 4H, PhH), 4.71 (s, 2H, NH2), 4.70 (s, 2H, OCH2), 4.23 (br s, 2H, NCH2), 4.19 (br s, 2H, NCH2), 3.77 (s, 3H, CH3), 3.67-3.75 (m, 4H, N(CH2)2), 3.23 (t, 2H, CH2), 3.05 (t, 2H, CH2) ppm

Workup

  1. customaccording to the procedure for the synthesis of example 50

Sources & evidence

ORD record
ord-39162b740a264f75871675e5beff4f5b
Source dataset
uspto-grants-2015_12
Patent number
US09221822B2

Reaction notes

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