Methanol → HCID 59471430, compound

HRID 1619485Notes

Reaction equation

HRID 1619485 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:6]=[C:7]3[N:12]([C:13]=2[N:14]=1)[CH2:11][CH:10]([N:15]([CH3:26])[S:16]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[CH2:9][CH2:8]3.[C:27](Cl)(=[O:31])[C:28](Cl)=[O:29].[CH3:33][OH:34]>C(Cl)Cl>[CH3:33][O:34][C:27](=[O:31])[C:28]([C:6]1[C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[N:14][C:13]=2[N:12]2[C:7]=1[CH2:8][CH2:9][CH:10]([N:15]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)(=[O:17])=[O:18])[CH3:26])[CH2:11]2)=[O:29]

Participants

5

Reactant 3

HCID 887MethanolHCID 65578Oxalyl chlorideHCID 59471431HCID 59471431, compound

Product 1

HCID 59471430HCID 59471430, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of (±)-N-(2-chloro-6,7,8,9-tetrahydro-pyrido[3,2-b]indolizin-8-yl)-4-fluoro-N-methyl-benzenesulfonamide (0.31 g) in 15 mL of CH2Cl2 cooled at 0° C. was added 0.15 mL of oxalyl chloride. After stirring for 30 min at 0° C., 6 mL of dry MeOH was added and stirring was continued for 20 min. The resulting solid was collected by filtration to give 0.28 g of the title compound as a white solid. (containing trace of MeOH).

Workup

  1. stirringstirring
  2. waitwas continued for 20 min
  3. filtrationThe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-16867fed352b4112be42d76a4fb7b094
Source dataset
uspto-grants-2014_07
Patent number
US08772312B2

Reaction notes

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