Methyl 2-(2-pyrrolidinyl)methoxypyridine-5-carboxylate → HCID 69333525, compound

HRID 350393Notes

Reaction equation

HRID 350393 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:34])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([O:20]C2C(F)=C(F)C(F)=C(F)C=2F)=O)=[CH:13][C:12]=1[O:32][CH3:33].[NH:35]1[CH2:39][CH2:38][CH2:37][CH:36]1[CH2:40][O:41][C:42]1[CH:47]=[CH:46][C:45]([C:48]([O:50][CH3:51])=[O:49])=[CH:44][N:43]=1>CN(C=O)C.CCOCC>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9](=[O:34])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][C:18]([N:35]2[CH2:39][CH2:38][CH2:37][CH:36]2[CH2:40][O:41][C:42]2[CH:47]=[CH:46][C:45]([C:48]([O:50][CH3:51])=[O:49])=[CH:44][N:43]=2)=[O:20])=[CH:13][C:12]=1[O:32][CH3:33]

Participants

5

Reactant 2

HCID 23511785Methyl 2-(2-pyrrolidinyl)methoxypyridine-5-carboxylateHCID 23512521HCID 23512521, compound

Product 1

HCID 69333525HCID 69333525, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

The mixture of pentafluorophenyl 4-[N′-(2-fluorophenyl)ureido]-3-methoxy-phenylacetate (314.8 mg, 0.650 mmol), methyl 2-[(2-pyrrolidinyl)methoxy]pyridine-5-carboxylate (146.2 mg, 0.619 mmol), Et3 N (103 ul, 0.743 mmol) in DMF (1.5 mL) was stirred for 1 hr at room temp. The mixture was diluted with Et2O, washed with brine, and dried over Na2SO4. The solvent was removed under a reduced pressure to afford methyl 2-[[1-[4-[N′-(2-fluorophenyl)ureido]-3-methoxyphenylacetyl]-2-pyrrolidinyl]methoxy]pyridine-5-carboxylate as a crude pale yellow oil.

Workup

  1. washwashed with brine
  2. dry with materialdried over Na2SO4
  3. customThe solvent was removed under a reduced pressure

Sources & evidence

ORD record
ord-2ec67ae6fef147d6bbd166cfddf9873a
Source dataset
uspto-grants-2007_02
Patent number
US07179819B2

Reaction notes

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