Indole-3-Carboxylic Acid → HCID 117699477, compound

HRID 1049700Notes

Reaction equation

HRID 1049700 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=O)=[CH:2]1.[NH2:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[C:26](=[O:27])[CH2:25][C:24](=[O:28])[NH:23][C:22]3[C:29]4[C:34]([CH:35]=[CH:36][C:21]2=3)=[CH:33][CH:32]=[CH:31][CH:30]=4)=[CH:16][CH:15]=1.N1C2C(=CC=CC=2)C(C(Cl)=O)=C1>>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([N:20]3[C:26](=[O:27])[CH2:25][C:24](=[O:28])[NH:23][C:22]4[C:29]5[C:34]([CH:35]=[CH:36][C:21]3=4)=[CH:33][CH:32]=[CH:31][CH:30]=5)=[CH:16][CH:15]=2)=[O:12])=[CH:2]1

Participants

4

Reactant 3

HCID 69867Indole-3-Carboxylic AcidHCID 123802781H-Indole-3-carbonyl chlorideHCID 1176991675-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione

Product 1

HCID 117699477HCID 117699477, compoundYield 55%

Procedure

Indole-3-carboxylic acid (51 mg, 0.316 mmol) was made into acid chloride in a conventional manner. By using 5-(4-aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (50 mg, 0.158 mmol) obtained in Example 1, (3), and indole-3-carboxylic acid chloride mentioned above, the title compound (40 mg, yield 55%) was obtained in the same manner as that of Example 1, (4).

Sources & evidence

ORD record
ord-0977dfc09a1d4dc5ae716582e78ffb50
Source dataset
uspto-grants-2016_07
Patent number
US09382236B2

Reaction notes

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