2-Morpholinoethylamine → 1-cyclohexyl-2-(3-furyl)-N-[(1S)-1-[(5-hydroxy-1H-indol-3-yl)methyl]-2-(2-morpholinoethylamino)-2-oxo-ethyl]benzimidazole-5-carboxamide

HRID 1018281Notes

Reaction equation

HRID 1018281 reaction equation
[CH3:1][N:2]([CH3:43])[CH2:3][CH2:4][NH:5][C:6]([C@@H:8]([NH:20][C:21]([C:23]1[CH:42]=[CH:41][C:26]2[N:27]([CH:35]3[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]3)[C:28]([C:30]3[CH:34]=[CH:33][O:32][CH:31]=3)=[N:29][C:25]=2[CH:24]=1)=[O:22])[CH2:9][C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([OH:19])[CH:17]=2)[NH:12][CH:11]=1)=[O:7].NCCN1C[CH2:51][O:50][CH2:49]C1>>[OH:19][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[NH:12][CH:11]=[C:10]2[CH2:9][C@H:8]([NH:20][C:21]([C:23]1[CH:42]=[CH:41][C:26]2[N:27]([CH:35]3[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40]3)[C:28]([C:30]3[CH:34]=[CH:33][O:32][CH:31]=3)=[N:29][C:25]=2[CH:24]=1)=[O:22])[C:6](=[O:7])[NH:5][CH2:4][CH2:3][N:2]1[CH2:1][CH2:51][O:50][CH2:49][CH2:43]1

Participants

3

Reactant 2

HCID 4082852-MorpholinoethylamineHCID 491192HCID 491192, compound

Product 1

HCID 4911941-cyclohexyl-2-(3-furyl)-N-[(1S)-1-[(5-hydroxy-1H-indol-3-yl)methyl]-2-(2-morpholinoethylamino)-2-oxo-ethyl]benzimidazole-5-carboxamide

Procedure

The carboxylic acid of example 133 was coupled to aminoethylmorpholine under standard TBTU conditions to yield the title compound of example 135.

Sources & evidence

ORD record
ord-ac62a7fa9b094beaa945f7cf17e3ef69
Source dataset
uspto-grants-2002_11
Patent number
US06479508B1

Reaction notes

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