Methanesulfonic Acid → HCID 86604790, compound

HRID 132318Notes

Reaction equation

HRID 132318 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:27][C:19]3[C:20]4[CH:21]=[N:22][NH:23][C:24]=4[CH:25]=[CH:26][C:18]=3[CH2:17][C@@H:16]([NH:28][C:29]([O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)=[O:30])[C:15]2=[O:39])[CH2:10][CH2:9]1)=O)(C)(C)C.C1(OC)C=CC=CC=1.[CH3:48][S:49]([OH:52])(=[O:51])=[O:50]>ClCCl.C(OCC)C>[CH3:48][S:49]([OH:52])(=[O:51])=[O:50].[O:39]=[C:15]1[N:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[CH2:27][C:19]2[C:20]3[CH:21]=[N:22][NH:23][C:24]=3[CH:25]=[CH:26][C:18]=2[CH2:17][C@H:16]1[NH:28][C:29](=[O:30])[O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

6

Reactant 3

HCID 6395Methanesulfonic AcidHCID 7519AnisoleHCID 59731964HCID 59731964, compound

Product 1

HCID 86604790HCID 86604790, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

4-(7-(R)-Benzyloxycarbonylamino-8-oxo-6,7,8,10-tetrahydro-3H-2,3,9-triaza-cyclohepta[e]inden-9-yl)-piperidine-1-carboxylic acid tert-butyl ester (100 mg, 0.19 mmol) was dissolved in dichloromethane (2 mL). Anisole (100 μL, 0.92 mmol) was added to the mixture followed by methanesulfonic acid (200 μL). Reaction stirred at room temperature for 30 minutes. Mixture was diluted with diethyl ether, and the mixture stirred at room temperature for 30 minutes. Solvents were decanted off. Residue was dried in vacuo. Title compound was obtained as dark oil in quantitative yield. MS m/e (M+H)+=434.

Workup

  1. customReaction
  2. stirringthe mixture stirred at room temperature for 30 minutes
  3. customSolvents were decanted off
  4. customResidue was dried in vacuo

Sources & evidence

ORD record
ord-74032ba8543b4e62a5e167fba5f0202c
Source dataset
uspto-grants-2008_06
Patent number
US07384931B2

Reaction notes

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