1,2-Dichloroethane → HCID 60061610, compound

HRID 1839812Notes

Reaction equation

HRID 1839812 reaction equation
[CH3:1][C:2]1[C:6]([C:7]([N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[O:8])=[CH:5][NH:4][C:3]=1/[CH:15]=[C:16]1\[C:17](=[O:35])[NH:18][C:19]2[C:24]\1=[C:23]([C:25]1[CH:26]=[C:27]([CH2:31][C:32](O)=[O:33])[CH:28]=[CH:29][CH:30]=1)[CH:22]=[CH:21][CH:20]=2.[CH3:36][C@H:37]1[CH2:42][NH:41][CH2:40][C@@H:39]([CH3:43])[NH:38]1.C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1>C1COCC1>[CH3:36][C@H:37]1[NH:38][C@@H:39]([CH3:43])[CH2:40][N:41]([C:32](=[O:33])[CH2:31][C:27]2[CH:26]=[C:25]([C:23]3[CH:22]=[CH:21][CH:20]=[C:19]4[C:24]=3/[C:16](=[CH:15]/[C:3]3[NH:4][CH:5]=[C:6]([C:7]([N:9]5[CH2:10][CH2:11][O:12][CH2:13][CH2:14]5)=[O:8])[C:2]=3[CH3:1])/[C:17](=[O:35])[NH:18]4)[CH:30]=[CH:29][CH:28]=2)[CH2:42]1

Participants

6

Reactant 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 6950261rel-(2R,6S)-2,6-dimethylpiperazineHCID 60061390HCID 60061390, compound

Product 1

HCID 60061610HCID 60061610, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(3-{3-[1-[3-Methyl-4-(morpholine-4-carbonyl)-1H-pyrrol-2-yl]-meth-(Z)-ylidene]-2-oxo-2,3-dihydro-1H-indol-4-yl}-phenyl)-acetic acid was coupled with (2S,6R)-2,6-dimethyl-piperazine (3 eq.), EDC (1.5 eq.) and HOBt (1 eq.) in THF using the general amidation procedure to give the titled compound.

Sources & evidence

ORD record
ord-e2f13af92bcc4c1b901723bfd7a210e9
Source dataset
uspto-grants-2004_01
Patent number
US06677368B2

Reaction notes

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