2-(3-(benzyloxy)phenoxy)-N,N-dimethylethanamine → 3-(2-(Dimethylamino)ethoxy)phenol

HRID 1518412Notes

Reaction equation

HRID 1518412 reaction equation
NC1N(C(OC(C)(C)C)=O)N=C(C2C=CC(O)=CC=2)C=1C#N.C([O:30][C:31]1[CH:32]=[C:33]([CH:40]=[CH:41][CH:42]=1)[O:34][CH2:35][CH2:36][N:37]([CH3:39])[CH3:38])C1C=CC=CC=1>>[CH3:38][N:37]([CH3:39])[CH2:36][CH2:35][O:34][C:33]1[CH:32]=[C:31]([OH:30])[CH:42]=[CH:41][CH:40]=1

Participants

3

Reactant 2

HCID 594475752-(3-(benzyloxy)phenoxy)-N,N-dimethylethanamineHCID 136027725tert-butyl 5-amino-4-cyano-3-(4-hydroxyphenyl)-1H-pyrazole-1-carboxylate

Product 1

HCID 204305153-(2-(Dimethylamino)ethoxy)phenol

Procedure

Compound 113B was prepared in a similar manner to the synthesis of compound 31F by substituting compound 31E with compound 113A: 1H NMR (DMSO-d6): δ 9.34 (s, 1H), 7.03 (t, J=8.03 Hz, 1H), 6.30-6.36 (m, 3H), 3.96 (d, J=5.95 Hz, 2H), 2.58 (d, J=5.8 Hz, 2H), 2.20 (s, 2H) ESI (+)/MS: 182 (M+H)+.

Sources & evidence

ORD record
ord-57776601f19d4be0a43ac6a7f4e579af
Source dataset
uspto-grants-2012_07
Patent number
US08232273B2

Reaction notes

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