Hydrogen chloride-ethyl acetate → HCID 70180684, compound

HRID 864609Notes

Reaction equation

HRID 864609 reaction equation
[Cl:1][C:2]1[C:20]([N:21]([C:23](=[O:51])[CH2:24][NH:25][C:26](=[O:50])[CH:27]=[CH:28][C:29]2[CH:34]=[CH:33][C:32]([NH:35][C:36](=[O:49])[C@@H:37]3[CH2:41][CH2:40][CH2:39][N:38]3C(OC(C)(C)C)=O)=[CH:31][CH:30]=2)[CH3:22])=[CH:19][CH:18]=[C:17]([Cl:52])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[C:13]([CH3:16])[CH:12]=[CH:11]2.C(OCC)(=O)C.[ClH:59]>>[ClH:1].[ClH:59].[Cl:1][C:2]1[C:20]([N:21]([C:23](=[O:51])[CH2:24][NH:25][C:26](=[O:50])[CH:27]=[CH:28][C:29]2[CH:30]=[CH:31][C:32]([NH:35][C:36](=[O:49])[C@@H:37]3[CH2:41][CH2:40][CH2:39][NH:38]3)=[CH:33][CH:34]=2)[CH3:22])=[CH:19][CH:18]=[C:17]([Cl:52])[C:3]=1[CH2:4][O:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]2[C:15]=1[N:14]=[C:13]([CH3:16])[CH:12]=[CH:11]2

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 53846273HCID 53846273, compound

Product 1

HCID 70180684HCID 70180684, compound

Procedure

8-[2,6-Dichloro-3-[N-[4-[(N-tert-butoxycarbonyl-L-prolyl)amino]cinnamoylglycyl]-N-methylamino]benzyloxy]-2-methylquinoline (170 mg) was treated with 4M hydrogen chloride-ethyl acetate (2 ml) at ambient temperature for 30 minutes. The reaction mixture was concentrated to give 8-[2,6-dichloro-3-[N-[4-(L-prolylamino)cinnamoylglycyl]-N-methylamino]benzyloxy]-2-methylquinoline dihydrochloride (152 mg).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-04ea67b0cbf74ee199a04b3e89b3d51b
Source dataset
uspto-grants-1996_10
Patent number
US05563162

Reaction notes

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