Trifluoroacetic acid → {4-[1-(3,4-Dichloro-benzyl)-6-(2-piperidin-4-yl-(E)-vinyl)-1H-indazol-3-yl]-piperidin-1-yl}-acetic acid trifluoroacetate

HRID 343410Notes

Reaction equation

HRID 343410 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11](/[CH:14]=[CH:15]/[C:16]2[CH:24]=[C:23]3[C:19]([C:20]([CH:34]4[CH2:39][CH2:38][N:37]([CH2:40][C:41]([O:43]C(C)(C)C)=[O:42])[CH2:36][CH2:35]4)=[N:21][N:22]3[CH2:25][C:26]3[CH:31]=[CH:30][C:29]([Cl:32])=[C:28]([Cl:33])[CH:27]=3)=[CH:18][CH:17]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:48][C:49]([F:54])([F:53])[C:50]([OH:52])=[O:51]>>[F:48][C:49]([F:54])([F:53])[C:50]([OH:52])=[O:51].[Cl:33][C:28]1[CH:27]=[C:26]([CH:31]=[CH:30][C:29]=1[Cl:32])[CH2:25][N:22]1[C:23]2[C:19](=[CH:18][CH:17]=[C:16](/[CH:15]=[CH:14]/[CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)[CH:24]=2)[C:20]([CH:34]2[CH2:35][CH2:36][N:37]([CH2:40][C:41]([OH:43])=[O:42])[CH2:38][CH2:39]2)=[N:21]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 675942544-{2-[3-(1-tert-Butoxycarbonylmethyl-piperidin-4-yl)-1-(3,4-dichloro-benzyl)-1H-indazol-6-yl]-(E)-vinyl}-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 67594264{4-[1-(3,4-Dichloro-benzyl)-6-(2-piperidin-4-yl-(E)-vinyl)-1H-indazol-3-yl]-piperidin-1-yl}-acetic acid trifluoroacetateYield 74%

Procedure

4-{2-[3-(1-Tert-butoxycarbonylmethyl-piperidin-4-yl)-1-(3,4-dichloro-benzyl)-1H-indazol-6-yl]-(E)-vinyl}-piperidine-1-carboxylic acid tert-butyl ester (110 mg; 0.161 mmol) was stirred at 23° in trifluoroacetic acid (4 ml) under nitrogen for 5 h. The solvent was evaporated in vacuo and the residue triturated with dry ether to give the title compound as a white solid (90 mg; 74%).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue triturated with dry ether

Sources & evidence

ORD record
ord-adf31219dcae4094b724f82ca282b50c
Source dataset
uspto-grants-1999_01
Patent number
US05861414

Reaction notes

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