Formamide, N-1-naphthalenyl- → 1-[N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-formylamino]-naphthalene

HRID 260917Notes

Reaction equation

HRID 260917 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][C:16]12[CH2:23][CH2:22][CH2:21][N:20]1[CH2:19][CH2:18][CH2:17]2>>[N:20]12[CH2:21][CH2:22][CH2:23][C:16]1([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])[CH2:17][CH2:18][CH2:19]2

Participants

3

Reactant 2

HCID 96004Formamide, N-1-naphthalenyl-HCID 107732517a-(chloromethyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 105899121-[N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-formylamino]-naphthalene

Procedure

The procedures described in Example 2 were repeated except that N-formyl-1-naphthylamine (1.83 g, 10.7 mmol ) and 5-chloromethyl-1-azabicyclo[3.3.0]octane (hydrochloride, 2.30 g, 11.7 mmol) were employed. In this case, the desired compound was obtained as a colorless liquid (3.02 g, 95.9%

Sources & evidence

ORD record
ord-f9710cdc5aae468fa6edcc8fed5f9bee
Source dataset
uspto-grants-1996_06
Patent number
US05530138

Reaction notes

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