HCID 66822143, compound → (2-(2-(2-(4-(1-Aminobutyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid, 1,3-bis-tert-butyl ester

HRID 2406595Notes

Reaction equation

HRID 2406595 reaction equation
C(N(CC)[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]([NH2:17])[CH2:14][CH2:15][CH3:16])=[CH:9][CH:8]=1)C.C(C1C=CC(OCC[O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37][N:38]([C:46]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[O:47])[C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])=CC=1)(=O)CCC>>[NH2:17][CH:13]([C:10]1[CH:9]=[CH:8][C:7]([O:6][CH2:5][CH2:4][O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37][N:38]([C:46]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])=[O:47])[C:39]([O:41][C:42]([CH3:43])([CH3:44])[CH3:45])=[O:40])=[CH:12][CH:11]=1)[CH2:14][CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 66822143HCID 66822143, compoundHCID 68041436(2-(2-(2-(4-Butyrylphenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid, 1,3-bis-tert-butyl ester

Product 1

HCID 68041434(2-(2-(2-(4-(1-Aminobutyl)phenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid, 1,3-bis-tert-butyl ester

Procedure

The title compound was prepared by using a similar procedure as described for the preparation of 25 except that (2-(2-(2-(4-butyrylphenoxy)ethoxy)ethoxy)ethyl)imidodicarbonic acid, 1,3-bis-tert-butyl ester (44) was used instead of 1-(4-(2-(diethylamino)ethoxy)phenyl)butan-1-one (21). This produced the crude product which was purified by flash silica gel column chromatography, eluting with ethyl acetate, to give 45 (730 mg, 73%) as a clear oil: MS (ES+) m/z 497.3 (M+H)+.

Workup

  1. customThis produced the crude product which

Sources & evidence

ORD record
ord-95fdf596400646a39bae522b1bc8ec86
Source dataset
uspto-grants-2014_08
Patent number
US08809377B2

Reaction notes

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