Methanesulfonic Acid → HCID 86604791, compound

HRID 132186Notes

Reaction equation

HRID 132186 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[C:23](=[O:24])[C@H:22]([NH:25]C(=O)OCC3C=CC=CC=3)[CH2:21][C:20]3[CH:19]=[CH:18][C:17]4[NH:16][N:15]=[CH:14][C:13]=4[C:12]=3[CH2:11]2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C1(OC)C=CC=CC=1.[CH3:44][S:45]([OH:48])(=[O:47])=[O:46]>ClCCl.C(OCC)C>[CH3:44][S:45]([OH:48])(=[O:47])=[O:46].[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([N:10]2[C:23](=[O:24])[C@H:22]([NH2:25])[CH2:21][C:20]3[CH:19]=[CH:18][C:17]4[NH:16][N:15]=[CH:14][C:13]=4[C:12]=3[CH2:11]2)[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 6395Methanesulfonic AcidHCID 7519AnisoleHCID 59731987HCID 59731987, compound

Product 1

HCID 86604791HCID 86604791, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

(R)-benzyl 9-(1-acetylpiperidin-4-yl)-8-oxo-3,6,7,8,9,10-hexahydroazepino[3,4-e]indazol-7-ylcarbamate (38 mg, 0.08 mmol) was dissolved in dichloromethane (1 mL). Anisole (30 μL, 0.27 mmol) was added to the mixture followed by methanesulfonic acid (250 μL). Reaction stirred at room temperature for 2 hours. Mixture was diluted with diethyl ether. Mixture sat at room temperature for 30 minutes. Solvents were decanted off. Remaining residue was dried in vacuo. Title compound was obtained as dark oil in quantitative yield. MS m/e (M+H)+=342.

Workup

  1. customReaction
  2. waitMixture sat at room temperature for 30 minutes
  3. customSolvents were decanted off
  4. customRemaining residue was dried in vacuo

Sources & evidence

ORD record
ord-4f073db5d8384e47a62dbac639b1fc51
Source dataset
uspto-grants-2008_06
Patent number
US07384930B2

Reaction notes

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