3-Methoxybenzaldehyde → HCID 57860785, compound

HRID 644275Notes

Reaction equation

HRID 644275 reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:33]=[CH:32][C:8]([C:9]([NH:11][C:12]2[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[CH:26]=[CH:25][C:13]=2[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[O:15])=[O:10])=[C:7]([O:34][CH2:35][CH2:36][CH:37]([NH2:47])CC2C=CC=C(OC)C=2)[CH:6]=1.NCCCOC1C=C(OC)C=CC=1C(NC1C=C([N+]([O-])=O)C=CC=1C(NC1C=CC(OC)=CC=1)=O)=O.[CH3:84][O:85][C:86]1[CH:87]=[C:88]([CH:91]=[CH:92][CH:93]=1)[CH:89]=O>>[CH3:3][O:4][C:5]1[CH:33]=[CH:32][C:8]([C:9]([NH:11][C:12]2[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[CH:26]=[CH:25][C:13]=2[C:14]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[O:15])=[O:10])=[C:7]([O:34][CH2:35][CH2:36][CH2:37][NH:47][CH2:89][C:88]2[CH:91]=[CH:92][CH:93]=[C:86]([O:85][CH3:84])[CH:87]=2)[CH:6]=1

Participants

5

Reactant 4

HCID 115693-MethoxybenzaldehydeHCID 4311764Sodium borohydrideHCID 57860799HCID 57860799, compoundHCID 68532484HCID 68532484, compound

Product 1

HCID 57860785HCID 57860785, compound

Procedure

Using methods substantially equivalent to those described in Example 94-E except that sodium borohydride was the reducing agent, 2-[4-methoxy-2-[3-(3-methoxybenzyl)-aminopropoxy]benzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide (26 mg, 0.042 mmol, 28%) was prepared from 2-[2-(3-aminopropoxy)-4-methoxybenzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide and 3-methoxybenzaldehyde.

Sources & evidence

ORD record
ord-fbba1c6bd9a549649e7061e3e290563a
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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