2-Methoxybenzaldehyde → HCID 57860877, compound

HRID 644277Notes

Reaction equation

HRID 644277 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=CC=2OC)[CH:6]=1.NCC[CH2:51][O:52][C:53]1[CH:81]=[C:80](OC)[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=CC=1C=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][CH2:55][C:54]2[CH:78]=[CH:79][CH:80]=[CH:81][C:53]=2[O:52][CH3:51])[CH:6]=1

Participants

5

Reactant 4

HCID 86582-MethoxybenzaldehydeHCID 4311764Sodium borohydrideHCID 57860799HCID 57860799, compoundHCID 68533874HCID 68533874, compound

Product 1

HCID 57860877HCID 57860877, 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-(2-methoxybenzyl)-aminopropoxy]benzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide (52 mg, 0.085 mmol, 56%) was prepared from 2-[2-(3-aminopropoxy)-4-methoxybenzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide and 2-methoxybenzaldehyde.

Sources & evidence

ORD record
ord-88bd00d86c1b449084999e2d4062e568
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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