Morpholine → HCID 58931242, compound

HRID 387780Notes

Reaction equation

HRID 387780 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.[F:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:30][C:31]2[CH:36]=[CH:35][C:34]([O:37][C:38]3[C:39]4[CH:46]=[C:45]([CH:47]=O)[NH:44][C:40]=4[N:41]=[CH:42][N:43]=3)=[CH:33][CH:32]=2)=[O:29])=[CH:23][CH:22]=1>O1CCCC1>[F:20][C:21]1[CH:26]=[CH:25][C:24]([NH:27][C:28]([NH:30][C:31]2[CH:32]=[CH:33][C:34]([O:37][C:38]3[C:39]4[CH:46]=[C:45]([CH2:47][N:1]5[CH2:6][CH2:5][O:4][CH2:3][CH2:2]5)[NH:44][C:40]=4[N:41]=[CH:42][N:43]=3)=[CH:35][CH:36]=2)=[O:29])=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 2724942TriacetoxyborohydrideHCID 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 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-a476d9d9a30d4ee5a820b0391a408bc8
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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