Formic Acid → HCID 20801124, compound

HRID 1071675Notes

Reaction equation

HRID 1071675 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([C:10]2[N:11]([CH2:19][C:20]3[CH:24]=[C:23]([C:25]4[S:26][C:27]([Cl:30])=[CH:28][CH:29]=4)[O:22][N:21]=3)[C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3)=[O:9])[CH2:3][CH2:2]1.[CH:31](O)=[O:32]>>[CH:31]([N:1]1[CH2:6][CH2:5][CH:4]([NH:7][C:8]([C:10]2[N:11]([CH2:19][C:20]3[CH:24]=[C:23]([C:25]4[S:26][C:27]([Cl:30])=[CH:28][CH:29]=4)[O:22][N:21]=3)[C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3)=[O:9])[CH2:3][CH2:2]1)=[O:32]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 20801153HCID 20801153, compound

Product 1

HCID 20801124HCID 20801124, compound

Procedure

A solution of 50 mg 1-[5-(5-Chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-indole-2-carboxylic acid piperidin-4-ylamide in 2 ml formic acid was heated to 100° C. for 5 h. After removal of the solvent under reduced pressure the residue directly purified by preparative RP-HPLC eluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid). After lyophilization the product was obtained as a white solid. Yield: 14 mg MS (ES+): m/e=469, chloro pattern.

Workup

  1. customAfter removal of the solvent under reduced pressure the residue
  2. customdirectly purified by preparative RP-HPLC
  3. washeluting with a gradient of 0-100% acetonitrile in water (+0.01% trifluoroacetic acid)
  4. customAfter lyophilization the product was obtained as a white solid

Sources & evidence

ORD record
ord-87011b7b5f0f476696e508cf4e0ae25d
Source dataset
uspto-grants-2005_06
Patent number
US06906084B2

Reaction notes

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