3-Nitrobenzylamine → HCID 136076165, compound

HRID 1655949Notes

Reaction equation

[NH2:1][C:2]1[CH:10]=[C:9]([N:11]([CH2:15][C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[N:22]=[C:21]([CH3:26])[NH:20][C:19]3=[O:27])[CH2:12][C:13]#[CH:14])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].[N+:28]([C:31]1[CH:32]=[C:33]([CH:36]=[CH:37][CH:38]=1)[CH2:34][NH2:35])([O-:30])=[O:29]>>[NH2:1][C:2]1[CH:10]=[C:9]([N:11]([CH2:15][C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[N:22]=[C:21]([CH3:26])[NH:20][C:19]3=[O:27])[CH2:12][C:13]#[CH:14])[CH:8]=[CH:7][C:3]=1[C:4]([NH:35][CH2:34][C:33]1[CH:36]=[CH:37][CH:38]=[C:31]([N+:28]([O-:30])=[O:29])[CH:32]=1)=[O:5]

Participants

Reactant 2

HCID 1227223-Nitrobenzylamine

HCID 136035449HCID 136035449, compound

Product 1

HCID 136076165HCID 136076165, compoundYield 64%

Procedure

Using the procedure described in Example 1, o-amino-p-[N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoic acid was reacted with 3-nitrobenzylamine to give o-amino-p-[N-(3,4-dihydro-2-methyl-4-oxoquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]-N-(3-nitrobenzyl)benzamide in 64% yield, m.p. 86°-92° C.

Sources & evidence

ORD record: ord-bd4d1b49892344c0b21c4a053355aa43
Source dataset: uspto-grants-1993_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05252573

Reaction notes

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