Butylamine → 3(R,S)-butylaminocarbonyl-1,2,3,4-tetrahydroquinoline

HRID 863221

Reaction equation

HRID 863221 reaction equation
CO[C:3]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH2:6]1)=[O:4].[CH2:15]([NH2:19])[CH2:16][CH2:17][CH3:18]>>[CH2:15]([NH:19][C:3]([CH:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][CH2:6]1)=[O:4])[CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 283526Methyl 1,2,3,4-tetrahydro-3-quinolinecarboxylate

Product 1

HCID 196978833(R,S)-butylaminocarbonyl-1,2,3,4-tetrahydroquinoline

Conditions

Temperature
60 °C

Procedure

A mixture of 500 mg of 3(R,S)-methoxycarbonyl-1,2,3,4-tetrahydroquinoline (Example 1r) and 1 ml of n-butylamine is stirred at 60° C. for 1 h. Purification of the crude product by means of FC over 50 g of silica gel (mobile phase Z) gives 3(R,S)-butylaminocarbonyl-1,2,3,4-tetrahydroquinoline: Rf (Z)=0.21.

Workup

  1. customPurification of the crude product by means of FC over 50 g of silica gel (mobile phase Z)

Sources & evidence

ORD record
ord-a3f062c980fa403cad2cdac12411e63c
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Linked notes

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