2-Methylpyrrolidine → HCID 68865875, compound

HRID 1726025Notes

Reaction equation

HRID 1726025 reaction equation
[CH2:1]([C:3]1[C:4]([O:33][CH3:34])=[C:5]([C:10]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=2[CH2:24][CH2:25][CH2:26][CH2:27]OS(C)(=O)=O)(=[O:16])=[O:15])=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])[CH3:2].[CH3:35][CH:36]1[CH2:40][CH2:39][CH2:38][NH:37]1>CC#N>[CH2:1]([C:3]1[C:4]([O:33][CH3:34])=[C:5]([C:10]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=2[CH2:24][CH2:25][CH2:26][CH2:27][N:37]2[CH2:38][CH2:39][CH2:40][CH:36]2[CH3:35])(=[O:16])=[O:15])=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 130032-MethylpyrrolidineHCID 87605495HCID 87605495, compound

Product 1

HCID 68865875HCID 68865875, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of Example 615D (0.165 g, 0.31 mmol) and 2-methylpyrrolidine (70 mg, 0.8 mmol) in anhydrous CH3CN (3.0 mL) was heated at 50° C. for 10 hours. The mixture was directly purified on a silica gel column, eluting with ethyl acetate, then 5% methanol in CH2Cl2, giving the desired product. 85 mg, 52.7%. MS (ESI(−)) m/e 505 (M−H)−.

Workup

  1. customThe mixture was directly purified on a silica gel column
  2. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-fbf2a6a79f9044e89f8977c489c9f254
Source dataset
uspto-grants-2009_02
Patent number
US07491718B2

Reaction notes

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