2-(1-methyl-1H-indol-3-yl)acetic acid → HCID 178480349, compound

HRID 1819693Notes

Reaction equation

HRID 1819693 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.[CH3:32]N1C2C(=CC=CC=2)C(CC(O)=O)=C1.ClC1C=C(C=C(Cl)C=1N)CN>>[NH2:28][C:3]1[C:2]([Cl: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]=[CH:20][CH:21]=3)[N:16]([CH3:32])[CH:15]=2)=[CH:5][C:4]=1[Cl:27]

Participants

4

Reactant 3

HCID 2541662-(1-methyl-1H-indol-3-yl)acetic acidHCID 189757634-Amino-3,5-dichlorobenzylamineHCID 178488081HCID 178488081, compound

Product 1

HCID 178480349HCID 178480349, compound

Procedure

In a manner similar to that used in the preparation of the compound of example 2, but using 2-(1-methyl-1H-indol-3-yl)acetic acid in step 5 (A) and 3,5-dichloro-4-aminobenzylamine (preparation A) in step 5 (B), the title compound was prepared. MS (ESI) (M+H)+=404.07 1H-NMR(500 MHz, CD3OD) δ 7.54 (d, J=7.93 Hz, 1 H), 7.40 (d, J=8.24 Hz, 1 H), 7.15-7.32 (m, 4 H), 7.04-7.15 (m, 1 H), 4.33 (s, 2 H), 3.95 (s, 2 H), 3.80 (s, 3 H).

Sources & evidence

ORD record
ord-ebc3a16afffd4a18aabbb14790e23966
Source dataset
uspto-grants-2009_10
Patent number
US07601751B2

Reaction notes

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