HCID 21139221, compound → 3-[1-[4-((s)-2-Cyclopropylaminomethyl-pyrrolidine-1-carbonyl)-3,5-dimethyl-1h-pyrrol-2-yl]-meth-(z)-ylidene]-5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one

HRID 1359765Notes

Reaction equation

HRID 1359765 reaction equation
[C:1]1([CH2:7][S:8]([C:11]2[CH:12]=[C:13]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14]3)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:21]1([NH:24][CH2:25][C@@H:26]2[CH2:30][CH2:29][CH2:28][N:27]2[C:31]([C:33]2[C:34]([CH3:41])=[C:35]([CH:39]=O)[NH:36][C:37]=2[CH3:38])=[O:32])[CH2:23][CH2:22]1>N1CCCCC1.C(O)C>[CH:21]1([NH:24][CH2:25][C@@H:26]2[CH2:30][CH2:29][CH2:28][N:27]2[C:31]([C:33]2[C:34]([CH3:41])=[C:35](/[CH:39]=[C:14]3\[C:15](=[O:20])[NH:16][C:17]4[C:13]\3=[CH:12][C:11]([S:8]([CH2:7][C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)(=[O:10])=[O:9])=[CH:19][CH:18]=4)[NH:36][C:37]=2[CH3:38])=[O:32])[CH2:22][CH2:23]1

Participants

5

Reactant 2

HCID 21139221HCID 21139221, compoundHCID 865886154-((S)-2-cyclopropylaminomethyl-pyrrolidine-1-carbonyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

Product 1

HCID 590775983-[1-[4-((s)-2-Cyclopropylaminomethyl-pyrrolidine-1-carbonyl)-3,5-dimethyl-1h-pyrrol-2-yl]-meth-(z)-ylidene]-5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

A mixture of 5-phenylmethanesulfonyl-1,3-dihydro-indol-2-one (27 mg), 4-((S)-2-cyclopropylaminomethyl-pyrrolidine-1-carbonyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde (25 mg) and piperidine (1 drop) in ethanol (2mL) was stirred at rt for 4 hours, the precipitate was collected by vacuum filtration and purified on a silica gel column to give the titled compound.

Workup

  1. filtrationthe precipitate was collected by vacuum filtration
  2. custompurified on a silica gel column

Sources & evidence

ORD record
ord-4565b3f73f554e029e528e873120c52a
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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