1-[2-(2-Hydroxyethoxy)ethyl]piperazine → HCID 16038007, compound

HRID 562037Notes

Reaction equation

HRID 562037 reaction equation
[CH2:1]([S:3]([N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:29]([NH2:31])=[O:30])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH:27]=O)[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:8][CH2:7]1)(=[O:5])=[O:4])[CH3:2].[N:32]1([CH2:38][CH2:39][O:40][CH2:41][CH2:42][OH:43])[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH2:1]([S:3]([N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[C:20]3[C:15](=[C:16]([C:29]([NH2:31])=[O:30])[CH:17]=[C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][N:35]5[CH2:36][CH2:37][N:32]([CH2:38][CH2:39][O:40][CH2:41][CH2:42][OH:43])[CH2:33][CH2:34]5)[CH:22]=4)[CH:19]=3)[NH:14][CH:13]=2)[CH2:10][CH2:11]1)(=[O:5])=[O:4])[CH3:2]

Participants

4

Reactant 3

HCID 1394361-[2-(2-Hydroxyethoxy)ethyl]piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 577328043-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-formylphenyl)-1H-indole-7-carboxamide

Product 1

HCID 16038007HCID 16038007, compoundYield 25%

Procedure

Following the general procedure of example 1, 3-[1-(ethylsulfonyl)-4-piperidinyl]-5-(3-formylphenyl)-1H-indole-7-carboxamide (50.0 mg, 0.112 mmol), 2-{[2-(1-piperazinyl)ethyl]oxy}ethanol (150 mg, 0.87 mmol) and NaBH(OAc)3 (58.0 mg, 0.303 mmol) were reacted to give the title compound (16.7 mg, 25%).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-aadebab005a140d2a7bf7164e8fa46d8
Source dataset
uspto-grants-2011_11
Patent number
US08063071B2

Reaction notes

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