Pyrrolidine → HCID 22885752, compound

HRID 1289973Notes

Reaction equation

HRID 1289973 reaction equation
[CH3:1][O:2][C:3]1[CH:34]=[CH:33][C:6]([CH2:7][N:8]([C@H:19]2[CH2:23][CH2:22][C@H:21]([CH2:24]Br)[C@H:20]2[C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])=[CH:5][CH:4]=1.[NH:35]1[CH2:39][CH2:38][CH2:37][CH2:36]1>C(#N)C>[CH3:1][O:2][C:3]1[CH:34]=[CH:33][C:6]([CH2:7][N:8]([C@H:19]2[CH2:23][CH2:22][C@H:21]([CH2:24][N:35]3[CH2:39][CH2:38][CH2:37][CH2:36]3)[C@H:20]2[C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 22885750HCID 22885750, compound

Product 1

HCID 22885752HCID 22885752, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 500 mg of product from Step C in 3.0 mL of acetonitrile was added 0.40 mL of pyrrolidine. The reaction was heated at 90° C. for 3 days in a sealed vial and then concentrated. The residue was purified by flash chromatography eluting with 0 to 5% methanol in methylene chloride to obtain 483 mg of title compound. Mass spec (NH3 /CI): 517 (M+1).

Workup

  1. concentrationthen concentrated
  2. customThe residue was purified by flash chromatography
  3. washeluting with 0 to 5% methanol in methylene chloride

Sources & evidence

ORD record
ord-bce9c9beedd34d4690f18c99b6a988d8
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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