Triphenylphosphine → HCID 11990202, compound

HRID 2224204Notes

Reaction equation

HRID 2224204 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][N:11]3[C:14](=[O:17])[NH:15][N:16]=[C:10]3[C:9]=2[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[CH:4][CH:3]=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[N:44]1[CH:49]=[CH:48][CH:47]=[N:46][C:45]=1[N:50]1[CH2:55][CH2:54][CH:53]([CH2:56]O)[CH2:52][CH2:51]1>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[N:12][N:11]3[C:14](=[O:17])[N:15]([CH2:56][CH:53]4[CH2:52][CH2:51][N:50]([C:45]5[N:44]=[CH:49][CH:48]=[CH:47][N:46]=5)[CH2:55][CH2:54]4)[N:16]=[C:10]3[C:9]=2[C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 2776521[1-(Pyrimidin-2-yl)piperidin-4-yl]methanolHCID 111641617,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one

Product 1

HCID 11990202HCID 11990202, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared using 7,8-bis(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (50 mg, 0.14 mmol), prepared as described in Example 1, Ph3P (110 mg, 0.42 mmol) and (1-(pyrimidin-2-yl)piperdin-4-yl-)methanol (28 mg, 0.14 mmol) in THF (1.0 mL) and by following the procedure described in Example 2. The title compound, 7,8-bis(4-chlorophenyl)-2-((1-(pyrimidin-2-yl)piperidin-4-yl)methyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one, (31 mg, 42%) was obtained as yellow powder. MS M+H=532; 1H NMR (CDCl3) δ 8.28 (2H, d, J=5.0 Hz), 8.16 (1H, s), 7.28-7.36 (6H, m), 7.11 (2H, d, J=10.0 Hz), 6.44 (1H, t, J=5.0 Hz), 4.75 (2H, d, J=15.0 Hz), 3.96 (2H, d, J=10.0 Hz), 2.85 (2H, m), 2.20-2.30 (1H, m), 1.74 (2H, d, J=10.0 Hz), 1.30-1.40 (2H, m).

Workup

  1. customThe title compound was prepared
  2. customprepared

Sources & evidence

ORD record
ord-dd252d856b3a4118b1b46cd88ca1726b
Source dataset
uspto-grants-2008_05
Patent number
US07378418B2

Reaction notes

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