(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine → HCID 9895416, compound

HRID 323290Notes

Reaction equation

HRID 323290 reaction equation
[CH3:1][O:2][C:3]1[CH:30]=[CH:29][CH:28]=[CH:27][C:4]=1[CH2:5][N:6]1[CH2:10][CH2:9][C:8]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)([CH2:11][CH2:12]OS(C)(=O)=O)[C:7]1=[O:26].[CH2:31]([O:33][CH2:34][CH2:35][N:36]1[C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=2[N:38]=[C:37]1[NH:45][CH:46]1[CH2:51][CH2:50][NH:49][CH2:48][CH2:47]1)[CH3:32]>>[CH3:1][O:2][C:3]1[CH:30]=[CH:29][CH:28]=[CH:27][C:4]=1[CH2:5][N:6]1[CH2:10][CH2:9][C:8]([CH2:11][CH2:12][N:49]2[CH2:48][CH2:47][CH:46]([NH:45][C:37]3[N:36]([CH2:35][CH2:34][O:33][CH2:31][CH3:32])[C:40]4[CH:41]=[CH:42][CH:43]=[CH:44][C:39]=4[N:38]=3)[CH2:51][CH2:50]2)([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[C:7]1=[O:26]

Participants

3

Reactant 2

HCID 13808350(1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amineHCID 18464877HCID 18464877, compound

Product 1

HCID 9895416HCID 9895416, compound

Procedure

Prepare by the method of Example 18.5 using 1-(2-methoxybenzyl)-3-(4-fluorophenylmethyl)-3-(2-methanesulfonyloxyethyl)-2-oxopyrrolidine (0.76 g, 2.65 mmol) and (1-(2-ethoxyethyl)-1H-benzimidazol-2-yl)(piperidin-4-yl)amine (1.15 g, 2.65 mmol). Purify by chromatography on silica gel eluting with 2% triethylamine/10% methanol/ethyl acetate to give the title compound: Rf=0.38 (silica gel, 2% triethylamine/10% methanol/ethyl acetate).

Workup

  1. customPurify by chromatography on silica gel eluting with 2% triethylamine/10% methanol/ethyl acetate

Sources & evidence

ORD record
ord-faeb9157b3004df8af57616f152f85bb
Source dataset
uspto-grants-2001_04
Patent number
US06211199B1

Reaction notes

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