7a-(chloromethyl)-hexahydro-1H-pyrrolizine → N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-formyl-3-phenylaniline

HRID 260923Notes

Reaction equation

HRID 260923 reaction equation
[CH:1]([NH:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)=[O:2].Cl[CH2:17][C:18]12[CH2:25][CH2:24][CH2:23][N:22]1[CH2:21][CH2:20][CH2:19]2>>[N:22]12[CH2:23][CH2:24][CH2:25][C:18]1([CH2:17][N:3]([CH:1]=[O:2])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH:5]=1)[CH2:19][CH2:20][CH2:21]2

Participants

3

Reactant 2

HCID 107732517a-(chloromethyl)-hexahydro-1H-pyrrolizineHCID 224007233-Formylamino-1,1'-biphenyl

Product 1

HCID 10495950N-(1-Azabicyclo[3.3.0]octan-5-yl)methyl-N-formyl-3-phenylaniline

Procedure

The procedures described in Example 2 were repeated except that 3-formylamino-1,1'-biphenyl (286 mg, 1.45 mmol) and 5-chloromethyl-1-azabicyclo[3.3.0]octane (hydrochloride, 800 mg, 1.53 mmol) were employed. In this case, the desired compound was obtained as pale yellow solids (385 mg, 82.7%).

Sources & evidence

ORD record
ord-f02a421ab36147aea9e8cbd466a76d14
Source dataset
uspto-grants-1996_06
Patent number
US05530138

Reaction notes

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