Formamide, N-1-naphthalenyl- → 1-{N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-N-formylamino}naphthalene

HRID 260919Notes

Reaction equation

HRID 260919 reaction equation
[CH:1]([NH:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1)=[O:2].Cl[CH2:15][CH2:16][C:17]12[CH2:24][CH2:23][CH2:22][N:21]1[CH2:20][CH2:19][CH2:18]2>>[N:21]12[CH2:22][CH2:23][CH2:24][C:17]1([CH2:16][CH2:15][N:3]([C:4]1[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6][CH:5]=1)[CH:1]=[O:2])[CH2:18][CH2:19][CH2:20]2

Participants

3

Reactant 2

HCID 96004Formamide, N-1-naphthalenyl-HCID 107023655-(2-Chloroethyl)-1-azabicyclo[3.3.0]octane

Product 1

HCID 107811381-{N-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethyl]-N-formylamino}naphthalene

Procedure

The procedures described in Example 2 were repeated except that N-formyl-1-naphthylamine (1.90 g, 11.1 mmol ) and 5-(2-chloroethyl)-1-azabicyclo[3.3.0]octane (hydrochloride, 2.57 g, 12.2 mmol ) were employed In this case, the desired compound was obtained as a colorless liquid (1.80 g, 52.6%)

Sources & evidence

ORD record
ord-246eb5d1fb184c0682be54ddb7af4258
Source dataset
uspto-grants-1996_06
Patent number
US05530138

Reaction notes

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