5-Bromo-3-indoleacetic acid → HCID 178512110, compound

HRID 1819704Notes

Reaction equation

HRID 1819704 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.[Br:32]C1C=C2C(=CC=1)NC=C2CC(O)=O.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]([NH:11][C:12](=[O:25])[CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([Br:32])[CH:21]=3)[NH:16][CH:15]=2)=[NH:26])=[CH:5][C:4]=1[Cl:27]

Participants

4

Reactant 3

HCID 967345-Bromo-3-indoleacetic acidHCID 189757634-Amino-3,5-dichlorobenzylamineHCID 178488081HCID 178488081, compound

Product 1

HCID 178512110HCID 178512110, compound

Procedure

In a manner similar to that used in the preparation of the compound of example 2, but using 2-(5-bromo-1H-indol-3-yl)acetic acid in step 17 (A) and 3,5-Dichloro-4-aminobenzylamine (preparation A) in step 17 (B), the title compound was prepared. MS (ESI) (M+H)+=467.90/469.86/471.83 1H-NMR (500 MHz, CD3OD) δ 7.71 (s, 1 H), 7.32 (m, 2 H), 7.16-7.28 (m, 3 H), 4.35 (s, 2 H), 3.93 (s, 2 H).

Sources & evidence

ORD record
ord-1e9feb3527c84cb3a23667ba63b8700e
Source dataset
uspto-grants-2009_10
Patent number
US07601751B2

Reaction notes

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