Formic Acid → HCID 10326097, compound

HRID 1066793Notes

Reaction equation

HRID 1066793 reaction equation
[Cl:1][C:2]1[CH:61]=[CH:60][C:5]([O:6][CH2:7][C:8]2[N:9]([CH2:32][CH2:33][CH2:34][CH:35]3[CH2:40][CH2:39][CH2:38][N:37](C(C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[CH2:36]3)[C:10]3[C:15]([C:16]=2[C:17](=[O:31])[CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([N:25]4[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]4)[CH2:21][CH2:20]2)=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:4][CH:3]=1.C(O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH2:7][C:8]2[N:9]([CH2:32][CH2:33][CH2:34][CH:35]3[CH2:40][CH2:39][CH2:38][NH:37][CH2:36]3)[C:10]3[C:15]([C:16]=2[C:17](=[O:31])[CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([N:25]4[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]4)[CH2:21][CH2:20]2)=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:60][CH:61]=1

Participants

4

Reactant 2

HCID 284Formic Acid2×HCID 21195975HCID 21195975, compound

Product 1

HCID 10326097HCID 10326097, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under an argon atmosphere (RS) 2-[(4-chlorophenoxy)methyl]-1-[3-(1-tritylpiperidin-3-yl)propyl]-3-[[4-(piperidin-1-yl)piperidin-1-yl]acetyl]-1H-indole (0.0162 g, 0.0194 mmol) was dissolved in 0.2 ml methylene chloride. The reaction vessel was then placed in an ice bath and formic acid (0.073 ml, 0.194 mmol) was slowly added. The resulting mixture was stirred for about one hour over ice. The progress of the reaction was monitored by thin layer chromatography. The reaction mixture was then stirred at room temperature for two additional hours and then an additional 5.0 equivalents of formic acid were added, followed by stirring at room temperature.

Workup

  1. customThe reaction vessel was then placed in an ice bath
  2. stirringThe reaction mixture was then stirred at room temperature for two additional hours
  3. stirringby stirring at room temperature

Sources & evidence

ORD record
ord-429d3c499dd640488a8a58b0e0882f98
Source dataset
uspto-grants-2001_06
Patent number
US06245761B1

Reaction notes

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