2-(5-cyano-1H-indol-3-yl)acetic Acid → n-(4-{n'-[2-(5-Cyano-1h-indol-3-yl)-acetyl]-guanidinomethyl}-2,6-dichloro-phenyl)-acetamide

HRID 1819708Notes

Reaction equation

HRID 1819708 reaction equation
Br[C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH2:11][C:12]([N:14]=[C:15]([NH2:30])[NH:16][CH2:17][C:18]3[CH:23]=[C:22]([Cl:24])[C:21]([NH:25][C:26](=[O:28])[CH3:27])=[C:20]([Cl:29])[CH:19]=3)=[O:13])=[CH:7][NH:8]2)=[CH:4][CH:3]=1.[C:31](C1C=C2C(=CC=1)NC=C2CC(O)=O)#[N:32]>>[C:31]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:2]=1)[NH:8][CH:7]=[C:6]2[CH2:11][C:12]([N:14]=[C:15]([NH2:30])[NH:16][CH2:17][C:18]1[CH:23]=[C:22]([Cl:24])[C:21]([NH:25][C:26](=[O:28])[CH3:27])=[C:20]([Cl:29])[CH:19]=1)=[O:13])#[N:32]

Participants

3

Reactant 2

HCID 107266882-(5-cyano-1H-indol-3-yl)acetic AcidHCID 178474305HCID 178474305, compound

Product 1

HCID 178474307n-(4-{n'-[2-(5-Cyano-1h-indol-3-yl)-acetyl]-guanidinomethyl}-2,6-dichloro-phenyl)-acetamide

Procedure

In a manner similar to that used in the preparation of the compound of example 1, but using 2-(5-cyano-1H-indol-3-yl)acetic acid (preparation H) in step 23 (A), the title compound was prepared. 1H-NMR (500 MHz, CD3OD) δ ppm 2.19 (s, 3 H) 4.03 (s, 2 H) 4.56 (s, 2 H) 7.45 (m, 4 H) 7.55 (d, J=8.55 Hz, 1 H) 8.06 (s, 1 H)

Sources & evidence

ORD record
ord-f18b4ae4d7a6474583bf8452f8a3eea2
Source dataset
uspto-grants-2009_10
Patent number
US07601751B2

Reaction notes

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