2-Thiophenecarboxaldehyde → HCID 53944756, compound

HRID 344542Notes

Reaction equation

HRID 344542 reaction equation
[NH2:1][C:2]1[C:24]([Cl:25])=[CH:23][C:5]([C:6]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH2:22])[CH2:12][CH2:11]2)=[O:7])=[C:4]([O:26][CH3:27])[CH:3]=1.[S:28]1[CH:32]=[CH:31][CH:30]=[C:29]1[CH:33]=O.[BH4-].[Na+]>C(O)C>[NH2:1][C:2]1[C:24]([Cl:25])=[CH:23][C:5]([C:6]([NH:8][CH2:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH:22][CH2:33][C:29]3[S:28][CH:32]=[CH:31][CH:30]=3)[CH2:14][CH2:15]2)=[O:7])=[C:4]([O:26][CH3:27])[CH:3]=1

Participants

5

Reactant 3

HCID 73642-ThiophenecarboxaldehydeHCID 4311764Sodium borohydrideHCID 536836374-Amino-N-(1-(6-aminohexyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamide

Product 1

HCID 53944756HCID 53944756, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Amino-5-chloro-2-methoxy-N-((1-(6-aminohexyl)piperidin-4-yl)-methyl)benzamide (2.0 g), 2-thiophenecarboxaldehyde (0.62 g), sodium borohydride (0.42 g) and ethanol (40 ml) were reacted and treated in the same manner as in Example 121 to give 1.0 g of 4-amino-5-chloro-2-methoxy-N-((1-(6-(2-thienylmethylamino)hexyl)piperidin-4-yl)-methyl)benzamide.

Workup

  1. additiontreated in the same manner as in Example 121

Sources & evidence

ORD record
ord-20435ea43ba24217bd49025bb1581a72
Source dataset
uspto-grants-1999_01
Patent number
US05864039

Reaction notes

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