2-(1H-indol-3-yl)propanoic acid → HCID 178460304, compound

HRID 1819696Notes

Reaction equation

HRID 1819696 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH2:8][NH:9][C:10]([NH2:26])=[N:11][C:12](=[O:25])[CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20](OC)[CH:21]=3)[NH:16][CH:15]=2)[CH:5]=[C:4]([Cl:27])[C:3]=1[NH:28]C(=O)C.N1C2C(=CC=CC=2)C(C(C)C(O)=O)=[CH:33]1.ClC1C=C(C=C(Cl)C=1N)CN>>[NH2:28][C:3]1[C:4]([Cl:27])=[CH:5][C:6]([CH2:8][NH:9][C:10]([NH2:26])=[N:11][C:12](=[O:25])[CH:13]([C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[NH:16][CH:15]=2)[CH3:33])=[CH:7][C:2]=1[Cl:1]

Participants

4

Reactant 3

HCID 108994232-(1H-indol-3-yl)propanoic acidHCID 189757634-Amino-3,5-dichlorobenzylamineHCID 178488081HCID 178488081, compound

Product 1

HCID 178460304HCID 178460304, compound

Procedure

In a manner similar to that used in the preparation of the compound of example 2, but using 2-(1H-indol-3-yl)propionic acid in step 8 (A) and 3,5-dichloro-4-aminobenzylamine (preparation A) in step 8 (B), the title compound was prepared. MS (ESI) (M+H)+=404.03 1H-NMR (500 MHz, CD3OD) δ 7.55 (d, J=7.93 Hz, 1 H), 7.40 (d, J=7.93 Hz, 1 H), 7.28 (s, 1 H), 7.19 (s, 2 H), 7.12-7.17 (m, 1 H), 7.02-7.08 (m, 1 H), 4.31 (s, 2 H), 4.14 (m, 1 H), 1.63 (d, J=7.02 Hz, 3 H).

Sources & evidence

ORD record
ord-c7720a3295804faa9e17916be46b41fe
Source dataset
uspto-grants-2009_10
Patent number
US07601751B2

Reaction notes

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