[2-(4-Benzyloxyphenoxy)ethyl]dimethylamine → 4-[2-(Dimethylamino)ethoxy]phenol

HRID 1518358Notes

Reaction equation

HRID 1518358 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:42]=[CH:41][C:34]([O:35][CH2:36][CH2:37][N:38]([CH3:40])[CH3:39])=[CH:33][CH:32]=1)C1C=CC=CC=1>>[CH3:39][N:38]([CH3:40])[CH2:37][CH2:36][O:35][C:34]1[CH:41]=[CH:42][C:31]([OH:30])=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 59447665[2-(4-Benzyloxyphenoxy)ethyl]dimethylamineHCID 136027725tert-butyl 5-amino-4-cyano-3-(4-hydroxyphenyl)-1H-pyrazole-1-carboxylate

Product 1

HCID 135762384-[2-(Dimethylamino)ethoxy]phenol

Procedure

Compound 75B was prepared in a similar manner to the synthesis of compound 31F by substituting compound 31E with compound 75A: 1H NMR (DMSO-d6): δ 8.86 (s, 1H), 6.72-6.76 (m, 2H), 6.64-6.68 (m, 2H), 3.92 (d, J=5.83 Hz, 2H), 2.56 (d, J=5.83 Hz, 2H), 2.19 (s, 6H). ESI (+)/MS: 182 (M+H)+.

Sources & evidence

ORD record
ord-ffa1024630b64edb955f167eab86e6a2
Source dataset
uspto-grants-2012_07
Patent number
US08232273B2

Reaction notes

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