4-(Dimethylamino)benzoic acid → HCID 117699445, compound

HRID 1049727Notes

Reaction equation

HRID 1049727 reaction equation
[CH3:1][N:2]([CH3:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1.C(Cl)(=O)C(Cl)=O.[NH2:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]2[C:32](=[O:33])[CH2:31][C:30](=[O:34])[NH:29][C:28]3[C:35]4[C:40]([CH:41]=[CH:42][C:27]2=3)=[CH:39][CH:38]=[CH:37][CH:36]=4)=[CH:22][CH:21]=1>>[CH3:12][N:2]([CH3:1])[C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:19][C:20]2[CH:25]=[CH:24][C:23]([N:26]3[C:32](=[O:33])[CH2:31][C:30](=[O:34])[NH:29][C:28]4[C:35]5[C:40]([CH:41]=[CH:42][C:27]3=4)=[CH:39][CH:38]=[CH:37][CH:36]=5)=[CH:22][CH:21]=2)=[O:9])=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 120924-(Dimethylamino)benzoic acidHCID 65578Oxalyl chlorideHCID 1176991675-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione

Product 1

HCID 117699445HCID 117699445, compoundYield 26%

Procedure

4-Dimethylaminobenzoic acid (33 mg, 0.2 mmol) was treated with oxalyl chloride in the same manner as that of Example 40, and then by using the resultant together with 5-(4-aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (32 mg, 0.1 mmol) obtained in Example 1, (3), the title compound (12 mg, yield 26%) was obtained as pale brown crystals in the same manner as that of Example 1, (4). The structure was confirmed by NMR and MS.

Sources & evidence

ORD record
ord-311b836f3e4f490393a20d08dd1b7a87
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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