Morpholine → HCID 58931242, compound

HRID 1010165Notes

Reaction equation

HRID 1010165 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[F:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][C:32]2[CH:37]=[CH:36][C:35]([O:38][C:39]3[C:40]4[CH:47]=[C:46]([CH:48]=O)[NH:45][C:41]=4[N:42]=[CH:43][N:44]=3)=[CH:34][CH:33]=2)=[O:30])=[CH:24][CH:23]=1>O1CCCC1>[F:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29]([NH:31][C:32]2[CH:33]=[CH:34][C:35]([O:38][C:39]3[C:40]4[CH:47]=[C:46]([CH2:48][N:1]5[CH2:6][CH2:5][O:4][CH2:3][CH2:2]5)[NH:45][C:41]=4[N:42]=[CH:43][N:44]=3)=[CH:36][CH:37]=2)=[O:30])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 5049666Sodium triacetoxyborohydrideHCID 58930921HCID 58930921, compound

Product 1

HCID 58931242HCID 58931242, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

After adding 0.5 ml of tetrahydrofuran, 10 μl of morpholine and 26 mg of sodium triacetoxyborohydride to the 1-(4-fluorophenyl)-3-[4-(6-formyl-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)phenyl]urea synthesized in Example 168, the mixture was stirred overnight at room temperature. The reaction system was subjected to liquid separation and extraction with a tetrahydrofuran-ethyl acetate mixed solvent, and then dried over anhydrous sodium sulfate and concentrated to dryness to obtain 5 mg of the title compound.

Workup

  1. customThe reaction system was subjected to liquid separation and extraction with a tetrahydrofuran-ethyl acetate mixed solvent
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-2b6a6e9ca13943e2b1cddc7005ce76eb
Source dataset
uspto-grants-2011_07
Patent number
US07973160B2

Reaction notes

Loading…