1-(2-Hydroxyethyl)piperazine → HCID 18523542, compound

HRID 413289Notes

Reaction equation

HRID 413289 reaction equation
[Cl:1][C:2]1[CH:34]=[CH:33][C:5]([CH2:6][N:7]2[CH:11]=[C:10]([CH:12]=O)[C:9]([CH2:14][N:15]3[CH2:20][CH2:19][C:18]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:17][CH2:16]3)=[N:8]2)=[CH:4][CH:3]=1.[OH:35][CH2:36][CH2:37][N:38]1[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CN(C)C=O.C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]2[CH:11]=[C:10]([CH2:12][N:41]3[CH2:42][CH2:43][N:38]([CH2:37][CH2:36][OH:35])[CH2:39][CH2:40]3)[C:9]([CH2:14][N:15]3[CH2:16][CH2:17][C:18]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:19][CH2:20]3)=[N:8]2)=[CH:33][CH:34]=1

Participants

6

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 9912542HCID 9912542, compound

Product 1

HCID 18523542HCID 18523542, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 6228DimethylformamideSolvent2×

Procedure

The product of Example 15 (0.001 g) was dissolved in N,N-dimethylformamide (0.2 ml), N-(2-hydroxyethyl)piperazine (0.0008 g) and 1 drop of acetic acid were added. After 1 hour a solution of sodium triacetoxyborohydride (0.0013 g) in N,N-dimethylformamide (0.1 ml) was added and the solution shaken at room temperature for 24 hours. The solvent was removed to give the product as an oil.

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-dfaa6df7011f4a5ebef93c2028eebdbc
Source dataset
uspto-grants-2003_05
Patent number
US06566376B1

Reaction notes

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