Piperidine, hydrochloride (1:1) → HCID 54372287, compound

HRID 1872182Notes

Reaction equation

HRID 1872182 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13]([C:18]([NH:20][CH:21]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:22](O)=[O:23])=[O:19])=[CH:12]2>>[CH2:25]([CH:21]([NH:20][C:18]([C:13]1[NH:14][C:15]2[C:11]([CH:12]=1)=[CH:10][C:9]([Cl:8])=[CH:17][CH:16]=2)=[O:19])[C:22](=[O:23])[N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 2723721Piperidine, hydrochloride (1:1)HCID 155210162-[(5-Chloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionic acid

Product 1

HCID 54372287HCID 54372287, compound

Procedure

Piperidine hydrochloride (0.34 mmol) and 2-[(5-chloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionic acid (0.30 mmol) were coupled according to procedure A (0-25° C. reaction temperature). The crude product was chromatographed on silica gel eluted with 20%, 30%, 40%, 50%, 75% and 100% ethyl acetate in hexane giving partial separation. The pure fractions were pooled giving 31 mg (25%) of the title substance: HPLC (60/40) 9.38 minutes (94%); PBMS 410/412 (MH+, 100%);

Workup

  1. customThe crude product was chromatographed on silica gel
  2. washeluted with 20%, 30%, 40%, 50%, 75% and 100% ethyl acetate in hexane giving partial separation
  3. customThe pure fractions were pooled giving 31 mg (25%) of the title substance

Sources & evidence

ORD record
ord-66f4d05268864d399ab63b30159ec3d0
Source dataset
uspto-grants-2000_08
Patent number
US06107329

Reaction notes

Loading…