1-Hydroxybenzotriazole → HCID 59077512, compound

HRID 1359769Notes

Reaction equation

HRID 1359769 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH2:9][S:10]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])/[C:16]/2=[CH:23]\[C:24]1[NH:28][C:27]([CH3:29])=[C:26]([C:30]([OH:32])=O)[C:25]=1[CH3:33])(=[O:12])=[O:11].[CH3:34][C@@H:35]1[CH2:40][NH:39][CH2:38][C@H:37]([CH3:41])[NH:36]1.C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH2:9][S:10]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17](=[O:22])/[C:16]/2=[CH:23]\[C:24]1[NH:28][C:27]([CH3:29])=[C:26]([C:30]([N:39]2[CH2:38][C@H:37]([CH3:41])[NH:36][C@H:35]([CH3:34])[CH2:40]2)=[O:32])[C:25]=1[CH3:33])(=[O:11])=[O:12]

Participants

6

Reactant 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazineHCID 59077738HCID 59077738, compound

Product 1

HCID 59077512HCID 59077512, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-[5-(2,5-Dichloro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (120 mg, 0.2 mmol) was coupled with (2R,6S)-2,6-dimethyl-piperazine (50 mg, 0.2 mmol), HOBt (36 mg, 1.1 eq.), EDAC.HCl (40 mg, 1.1 eq.) and TEA (76 mg) in DMF (25 mL) at 75° C. for 2 hours to give the titled compound.

Sources & evidence

ORD record
ord-b2eab9b84c374be0bfcbe47b7cf1d016
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

Loading…