4-Methoxybenzaldehyde → HCID 57860905, compound

HRID 644274Notes

Reaction equation

HRID 644274 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(OC)=CC=2)[CH:6]=1.NCCCO[C:53]1[CH:81]=[C:80]([O:82][CH3:83])[CH:79]=[CH:78][C:54]=1[C:55](NC1C=C([N+]([O-])=O)C=CC=1C(NC1C=CC(OC)=CC=1)=O)=O.COC1C=CC(C=O)=CC=1>>[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:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=2)=[O:15])=[O:10])=[C:7]([O:34][CH2:35][CH2:36][CH2:37][NH:47][CH2:55][C:54]2[CH:53]=[CH:81][C:80]([O:82][CH3:83])=[CH:79][CH:78]=2)[CH:6]=1

Participants

5

Reactant 4

HCID 312444-MethoxybenzaldehydeHCID 4311764Sodium borohydrideHCID 57860799HCID 57860799, compoundHCID 68534219HCID 68534219, compound

Product 1

HCID 57860905HCID 57860905, 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-(4-methoxybenzyl)-aminopropoxy]benzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide (48 mg, 0.078 mmol, 52%) was prepared from 2-[2-(3-aminopropoxy)-4-methoxybenzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide and 4-methoxybenzaldehyde.

Sources & evidence

ORD record
ord-fee894ec75234ca98aa52817b6e7a708
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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