2-Cyano-N-(1-(4-(2-(diethylamino)ethoxy)phenyl)butyl)acetamide → 2-Cyano-N-(1-(4-(2-morpholinoethoxy)phenyl)butyl)acetamide

HRID 2406582Notes

Reaction equation

HRID 2406582 reaction equation
[C:1]([CH2:3][C:4]([NH:6][CH:7]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][CH2:19][N:20]([CH2:23][CH3:24])[CH2:21][CH3:22])=[CH:13][CH:12]=1)[CH2:8][CH2:9][CH3:10])=[O:5])#[N:2].[O:25]1CCN(CCOC2C=CC(C(N)CCC)=CC=2)CC1>>[C:1]([CH2:3][C:4]([NH:6][CH:7]([C:11]1[CH:12]=[CH:13][C:14]([O:17][CH2:18][CH2:19][N:20]2[CH2:23][CH2:24][O:25][CH2:22][CH2:21]2)=[CH:15][CH:16]=1)[CH2:8][CH2:9][CH3:10])=[O:5])#[N:2]

Participants

3

Reactant 2

HCID 668220192-Cyano-N-(1-(4-(2-(diethylamino)ethoxy)phenyl)butyl)acetamideHCID 668220281-(4-(2-Morpholinoethoxy)phenyl)butan-1-amine

Product 1

HCID 668222832-Cyano-N-(1-(4-(2-morpholinoethoxy)phenyl)butyl)acetamide

Procedure

The title compound was prepared by using a similar procedure as described for the preparation of 29 except that 1-(4-(2-morpholinoethoxy)phenyl)butan-1-amine (28) was used instead of 1-(4-(2-(diethylamino)ethoxy)phenyl)butan-1-amine (25). This produced a crude product which was purified by flash silica gel column chromatography, eluting with 4:96 mixture of methanol/dichloromethane, to give 32 (370 mg, 76%) as a clear oil: MS (ES+) m/z 346.2 (M+H)+.

Workup

  1. customThis produced a crude product which

Sources & evidence

ORD record
ord-69ae8ff8e20440c1b86263186a3cff65
Source dataset
uspto-grants-2014_08
Patent number
US08809377B2

Reaction notes

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