2-Methoxyphenylacetic acid → HCID 18455774, compound

HRID 1272449Notes

Reaction equation

HRID 1272449 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:9][C:10]2[C:15]([CH:16]=1)=[CH:14][CH:13]=[CH:12][CH:11]=2.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][C:26](O)=[O:27]>>[NH:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:16]=[C:8]1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][C:26](=[O:27])[CH2:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[O:18][CH3:17]

Participants

3

Reactant 2

HCID 71342-Methoxyphenylacetic acidHCID 7359662-(2-Aminophenyl)indole

Product 1

HCID 18455774HCID 18455774, compoundYield 53%

Procedure

Prepared from 2-(2-aminophenyl) indole and 2-methoxyphenylacetic acid in 53% yield following procedure 1. The product was crystallized from acetonitrile. 100% Purity by LC/MS (230 DAD), Mass-spec [M+H+]=357, 1H NMR (MeOH-d4): 3.45 s (3H, OMe), 3.67 s (2H), 6.17 s (1H), 6.75 d, 8 Hz (1H), 6.83 t, 8 Hz (1H), 7.06 t, 8 Hz (1H), 7.14 t, 8 Hz (1H), 7.17–7.21 m (3H), 7.23–7.36 m (2H), 7.49 t, 8 Hz (2H), 8.13 d, 8 Hz (1H).

Workup

  1. customThe product was crystallized from acetonitrile
  2. custom8 Hz (1H), 6.83 t, 8 Hz (1H), 7.06 t, 8 Hz (1H), 7.14 t, 8 Hz (1H), 7.17–7.21 m (3H), 7.23–7.36 m (2H), 7.49 t, 8 Hz (2H), 8.13 d, 8 Hz (1H)

Sources & evidence

ORD record
ord-41a22606bdde49c7a7daf9888a12197f
Source dataset
uspto-grants-2007_04
Patent number
US07208493B2

Reaction notes

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