7a-(chloromethyl)-hexahydro-1H-pyrrolizine → HCID 10567101, compound

HRID 260918Notes

Reaction equation

HRID 260918 reaction equation
[F:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([NH:12][CH:13]=[O:14])=[CH:4][CH:3]=1.Cl[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][N:12]([C:5]1[C:6]3[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=3)[C:2]([F:1])=[CH:3][CH:4]=1)[CH:13]=[O:14])[CH2:18][CH2:19][CH2:20]2

Participants

3

Reactant 2

HCID 107732517a-(chloromethyl)-hexahydro-1H-pyrrolizineHCID 15839808N-(4-Fluoro-1-naphthalenyl)formamide

Product 1

HCID 10567101HCID 10567101, compound

Procedure

The procedures described in Example 2 were repeated except that 4-fluoro-N-formyl-1-naphthylamine (1.90 g, 10.0 mmol) and 5-chloromethyl-1-azabicyclo[3.3.0]octane (hydrochloride, 2.17 g, 11.l mmol) were employed. In this case, the desired compound was obtained as a pale yellow liquid (2.90 g, 92.8%).

Sources & evidence

ORD record
ord-16ce9d69adc44ec8a281c5b2d80f7c3d
Source dataset
uspto-grants-1996_06
Patent number
US05530138

Reaction notes

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