Dichloromethane → HCID 86762342, compound

HRID 2366920Notes

Reaction equation

HRID 2366920 reaction equation
[C:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([C:14]3[CH:15]=[N:16][N:17]([CH2:19][CH2:20][N:21]4[CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]4)[CH:18]=3)=[CH:11][CH:12]=2)[C@H:7]([NH:34][C:35]([O:37]C(C)C)=[O:36])[CH2:6][C@@H:5]1[CH3:41])(=[O:3])[CH3:2].F[C:43](F)(F)[C:44](O)=O.[Cl:49][CH2:50]Cl>>[ClH:49].[CH3:50][CH:43]([N:34]([C@H:7]1[C:8]2[C:13](=[CH:12][CH:11]=[C:10]([C:14]3[CH:15]=[N:16][N:17]([CH2:19][CH2:20][N:21]4[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]4)[CH:18]=3)[CH:9]=2)[N:4]([C:1](=[O:3])[CH3:2])[C@@H:5]([CH3:41])[CH2:6]1)[C:35](=[O:36])[OH:37])[CH3:44]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 68163206HCID 68163206, compound

Product 1

HCID 86762342HCID 86762342, compound

Procedure

1,1-Dimethylethyl 4-(2-{4-[(cis)-1-acetyl-2-methyl-4-({[(1-methylethyl)oxy]carbonyl}amino)-1,2,3,4-tetrahydro-6-quinolinyl]-1H-pyrazol-1-yl}ethyl)-1-piperazinecarboxylate (for a preparation see Intermediate 38) (65 mg, 0.114 mmol) was dissolved in dichloromethane (DCM) (1 mL), mixed with trifluoroacetic acid (0.5 mL, 6.49 mmol) and stirred under nitrogen. The product was concentrated, dissolved in MeOH (1.5 mL), mixed with 1.25M HCl (157 μL) and blown down to dryness to give a white solid (41 mg).

Workup

  1. concentrationThe product was concentrated
  2. dissolutiondissolved in MeOH (1.5 mL)
  3. additionmixed with 1.25M HCl (157 μL)

Sources & evidence

ORD record
ord-2bf9fcb542914a378ff46247511f6c13
Source dataset
uspto-grants-2014_04
Patent number
US08697725B2

Reaction notes

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