1-(2-(4-(Benzyloxy)phenoxy)ethyl)pyrrolidine → 4-[2-(Pyrrolidin-1-yl)ethoxy]phenol

HRID 1518401Notes

Reaction equation

HRID 1518401 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:44]=[CH:43][C:34]([O:35][CH2:36][CH2:37][N:38]2[CH2:42][CH2:41][CH2:40][CH2:39]2)=[CH:33][CH:32]=1)C1C=CC=CC=1>>[N:38]1([CH2:37][CH2:36][O:35][C:34]2[CH:33]=[CH:32][C:31]([OH:30])=[CH:44][CH:43]=2)[CH2:42][CH2:41][CH2:40][CH2:39]1

Participants

3

Reactant 2

HCID 8031201-(2-(4-(Benzyloxy)phenoxy)ethyl)pyrrolidineHCID 136027725tert-butyl 5-amino-4-cyano-3-(4-hydroxyphenyl)-1H-pyrazole-1-carboxylate

Product 1

HCID 135762394-[2-(Pyrrolidin-1-yl)ethoxy]phenol

Procedure

Compound 106B was prepared in a similar manner to the synthesis of compound 31F by substituting compound 31E with compound 106A: 1H NMR (DMSO-d6): δ 8.88 (s, 1H), 6.72-6.75 (m, 2H), 6.64-6.67 (m, 2H), 3.94 (d, J=6.1 Hz, 2H), 2.72 (d, J=5.95 Hz, 2H), 2.48-2.51 (m, 4H), 1.65-1.68 (m, 4H) ESI (+)/MS: 208 (M+H)+.

Sources & evidence

ORD record
ord-486e5b81052b41f1b89ee42ebffe8f8e
Source dataset
uspto-grants-2012_07
Patent number
US08232273B2

Reaction notes

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