1,2-Dichloroethane → Ethyl 5-(13-cyclohexyl-10-((isopropylsulfonyl)carbamoyl)-3-methoxy-7h-indolo[2,1-a][2]benzazepin-6-yl)-1-ethyl-1h-pyrazole-4-carboxylate

HRID 1097806Notes

Reaction equation

HRID 1097806 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:39]([OH:41])=O)=[CH:12][C:13]=3[N:14]3[CH2:20][C:19]([C:21]4[N:25]([CH2:26][CH3:27])[N:24]=[CH:23][C:22]=4[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:18][C:17]4[CH:33]=[C:34]([O:37][CH3:38])[CH:35]=[CH:36][C:16]=4[C:15]=23)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:42][CH:43]([S:45]([NH2:48])(=[O:47])=[O:46])[CH3:44].C(Cl)CCl>CN(C1C=CN=CC=1)C.ClCCl>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:39](=[O:41])[NH:48][S:45]([CH:43]([CH3:44])[CH3:42])(=[O:47])=[O:46])=[CH:12][C:13]=3[N:14]3[CH2:20][C:19]([C:21]4[N:25]([CH2:26][CH3:27])[N:24]=[CH:23][C:22]=4[C:28]([O:30][CH2:31][CH3:32])=[O:29])=[CH:18][C:17]4[CH:33]=[C:34]([O:37][CH3:38])[CH:35]=[CH:36][C:16]=4[C:15]=23)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 3

HCID 111,2-DichloroethaneHCID 3549191Propane-2-sulfonamideHCID 46893037HCID 46893037, compound

Product 1

HCID 57948826Ethyl 5-(13-cyclohexyl-10-((isopropylsulfonyl)carbamoyl)-3-methoxy-7h-indolo[2,1-a][2]benzazepin-6-yl)-1-ethyl-1h-pyrazole-4-carboxylate

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

In a 100 ml round bottom flask dissolve 13-cyclohexyl-6-(4-(ethoxycarbonyl)-1-ethyl-1H-pyrazol-5-yl)-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxylic acid (950 mg, 1.680 mmol), propane-2-sulfonamide (652 mg, 5.29 mmol) and DMAP (655 mg, 5.36 mmol) in dichloromethane (16.8 mL). To the reaction add EDC (508 mg, 2.65 mmol). Place the reaction under a nitrogen atmosphere and stir a room temperature for 64 hours.

Workup

  1. customthe reaction under a nitrogen atmosphere

Sources & evidence

ORD record
ord-8f8fe6d5b54b4792bff1ea06ba485a70
Source dataset
uspto-grants-2012_03
Patent number
US08143243B2

Reaction notes

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