HCID 13269707, compound → HCID 13269713, compound

HRID 647497Notes

Reaction equation

HRID 647497 reaction equation
C([NH:4][C:5]1[C:24]([Cl:25])=[CH:23][C:8]([C:9]([NH:11][CH2:12][CH:13]2[CH:22]3[N:17]([CH2:18][CH2:19][CH2:20][CH2:21]3)[CH2:16][CH2:15][CH2:14]2)=[O:10])=[C:7]([O:26][CH3:27])[CH:6]=1)(=O)C>C(Cl)Cl>[NH2:4][C:5]1[C:24]([Cl:25])=[CH:23][C:8]([C:9]([NH:11][CH2:12][CH:13]2[CH:22]3[N:17]([CH2:18][CH2:19][CH2:20][CH2:21]3)[CH2:16][CH2:15][CH2:14]2)=[O:10])=[C:7]([O:26][CH3:27])[CH:6]=1

Participants

3

Reactant 1

HCID 13269707HCID 13269707, compound

Product 1

HCID 13269713HCID 13269713, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Following the procedures outlined in Example (2), the isomer mixture of (±) 4-acetamido-5-chloro-2-methoxy-N-(1'-quinolizidinyl-methyl)-benzamide (4.0 g) was converted to the crude product. Chromatography on Brockman II basic alumina (200 g), using methylene chloride as eluant, afforded one of the isomers (A, 0.9 g, 15%) of (±) 4-amino-5-chloro-2-methoxy-N-(1'-quinolizidinyl-methyl)-benzamide mp 155°-6°.

Sources & evidence

ORD record
ord-c4d5741c326a45f9800fdcf1833d3417
Source dataset
uspto-grants-1983_10
Patent number
US04409225

Reaction notes

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