Pyrrolidine → HCID 54222916, compound

HRID 1872113Notes

Reaction equation

HRID 1872113 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]([C:16]([NH:18][CH:19]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:20](O)=[O:21])=[O:17])=[CH:10]2>>[CH2:23]([CH:19]([NH:18][C:16]([C:11]1[NH:12][C:13]2[C:9]([CH:10]=1)=[CH:8][C:7]([Cl:6])=[CH:15][CH:14]=2)=[O:17])[C:20](=[O:21])[N:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 155210162-[(5-Chloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionic acid

Product 1

HCID 54222916HCID 54222916, compound

Procedure

Pyrrolidine (0.35 mmol) and 2-[(5-chloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionic acid (0.31 mmol) were coupled according to procedure A (0-25° C. reaction temperature, 140 hour reaction time) and the crude product triturated with ether: Yield 89 mg, 71%; HPLC (70/30) 7.57 minutes (98%); PBMS 396/398 (MH+, 100/80%);

Workup

  1. customthe crude product triturated with ether
  2. customHPLC (70/30) 7.57 minutes (98%)

Sources & evidence

ORD record
ord-d0bcc9d7aebe45829156cab8b249c03a
Source dataset
uspto-grants-2000_08
Patent number
US06107329

Reaction notes

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