2-Methylbenzaldehyde → HCID 57860788, compound

HRID 644276Notes

Reaction equation

HRID 644276 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]([NH2:46])CC2C=CC=CC=2C)[CH:6]=1.NCCCOC1C=C(OC)C=CC=1C(NC1C=C([N+]([O-])=O)C=CC=1C(NC1C=CC(OC)=CC=1)=O)=O.[CH3:83][C:84]1[CH:91]=[CH:90][CH:89]=[CH:88][C:85]=1[CH:86]=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: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:46][CH2:83][C:84]2[CH:91]=[CH:90][CH:89]=[CH:88][C:85]=2[CH3:86])[CH:6]=1

Participants

5

Reactant 4

HCID 107222-MethylbenzaldehydeHCID 4311764Sodium borohydrideHCID 57860799HCID 57860799, compoundHCID 68536786HCID 68536786, compound

Product 1

HCID 57860788HCID 57860788, 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-methylbenzyl)-aminopropoxy)benzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide (50 mg, 0.084 mmol, 56%) was prepared from 2-[2-(3-aminopropoxy)-4-methoxybenzoylamino]-N-(4-methoxyphenyl)-4-nitrobenzamide and 2-methylbenzaldehyde.

Sources & evidence

ORD record
ord-8e2251ba17aa4f6db3e85e255483b2d1
Source dataset
uspto-grants-2010_04
Patent number
US07700628B2

Reaction notes

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