3-(3-chloro-4-methoxyphenyl)propanoic acid → HCID 178490022, compound

HRID 710519Notes

Reaction equation

HRID 710519 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([NH:12][NH2:13])=[O:11])=[CH:9][C:4]=2[NH:3][CH:2]=1.[Cl:14][C:15]1[CH:16]=[C:17]([CH2:23][CH2:24][C:25](O)=O)[CH:18]=[CH:19][C:20]=1[O:21][CH3:22]>>[Cl:14][C:15]1[CH:16]=[C:17]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[CH2:23][CH2:24][C:25]1[O:11][C:10]([C:8]2[CH:7]=[CH:6][C:5]3[NH:1][CH:2]=[N:3][C:4]=3[CH:9]=2)=[N:12][N:13]=1

Participants

3

Reactant 2

HCID 108892723-(3-chloro-4-methoxyphenyl)propanoic acidHCID 166371191H-benzimidazole-5-carbohydrazide

Product 1

HCID 178490022HCID 178490022, compound

Procedure

The compound was synthesized starting from benzimidazol-5-carbohydrazide (176 mg, 1 mmol) and 3-(3-chloro-4-methoxyphenyl)propionic acid (215 mg; 1 mmol) as described in method 2; yield: 0.071 g (20.1%); MS m/z: 355.4/357.1 [M+H]+; 1H-NMR (DMSO d6, 400 MHz): δ 3.06-3.08 (m, 2H); 3.24-3.27 (m, 2H); 3.80 (s, 3H); 7.04-7.06 (m, 1H); 7.21-7.23 (m, 1H); 7.39 (br s, 1H); 7.87-7.89 (m, 1H); 7.94-7.96 (m, 1H); 8.25 (br s, 1H); 8.92 (s, 1H); HPLC (METHOD [A]): rt 12.55 min (95.7%)

Workup

  1. customThe compound was synthesized
  2. customrt 12.55 min (95.7%)

Sources & evidence

ORD record
ord-4f4fecf935ec4c08920850d4a685c035
Source dataset
uspto-grants-2015_11
Patent number
US09181233B2

Reaction notes

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