Methanol → HCID 68181019, compound

HRID 2167102Notes

Reaction equation

HRID 2167102 reaction equation
C([CH:8]([CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][NH:26]1)[CH2:9][N:10]([CH:16]1[CH2:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:17]1)[C:11]1[S:12][CH:13]=[CH:14][N:15]=1)C1C=CC=CC=1.ClC(OCC(C)C)=O.CO>ClCCCl>[CH2:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:24][CH:16]1[N:10]([C:11]1[S:12][CH:13]=[CH:14][N:15]=1)[CH2:9][CH2:8][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][NH:26]1

Participants

5

Reactant 3

HCID 887MethanolHCID 62365Isobutyl chloroformateHCID 68181033HCID 68181033, compound

Product 1

HCID 68181019HCID 68181019, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a stirred solution of compound 52 (0.688 g, 1.64 mmol) in DCE (15 mL) was added isobutyl chloroformate (0.53 mL, 4.94 mmol) at 0° C. and the solution was refluxed for 9.5 hours. Methanol (30 mL) was added and the mixture was allowed to stir at rt for 16 hours. The reaction mixture was concentrated under reduced pressure to provide compound 53.

Workup

  1. temperaturethe solution was refluxed for 9.5 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4be1722e8763449b813aed731dba9c25
Source dataset
uspto-grants-2015_06
Patent number
US09044482B2

Reaction notes

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