Morpholine → HCID 66584384, compound

HRID 905661Notes

Reaction equation

HRID 905661 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][CH:13]([CH2:16][CH2:17]O)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O.CS(Cl)(=O)=O.C(N(CC)CC)C.[NH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1>C1COCC1>[N:31]1([CH2:17][CH2:16][CH:13]2[CH2:12][CH2:11][N:10]([C:7]3[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=3)[CH2:15][CH2:14]2)[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1

Participants

6

Reactant 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 183747992-[1-(4-Nitrophenyl)piperidin-4-yl]ethan-1-ol

Product 1

HCID 66584384HCID 66584384, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-[1-(4-Nitrophenyl)piperidin-4-yl]ethanol and methanesulfonyl chloride were allowed to undergo the reaction in THF in the presence of triethylamine. The resulting compound and morpholine were allowed to undergo the reaction under heating in 1-methyl-2-pyrrolidine. The resulting compound was subjected to catalytic hydrogenation in the same manner as shown in Reference Example 3 to obtain 4-[4-(2-morpholin-4-ylethyl)piperidin-1-yl]aniline. NMR2 (CDCl3): 3.21-3.45 (4 H, m), 3.71-3.80 (4 H, m) 6.63-6.66 (2 H, m).

Workup

  1. customthe reaction

Sources & evidence

ORD record
ord-3c9c6c89bd4747b9920ab5013d0a4662
Source dataset
uspto-grants-2011_09
Patent number
US08012959B2

Reaction notes

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