Phosphorus pentachloride → HCID 86647677, compound

HRID 1802328Notes

Reaction equation

[C:1]1([CH:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[C:14]([CH:17]4[CH2:22][CH2:21][N:20]([C:23]([NH:25][C:26]5[CH:31]=[C:30]([CH3:32])[CH:29]=[CH:28][C:27]=5[CH3:33])=O)[CH2:19][CH2:18]4)[S:15][CH:16]=3)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:35]>ClCCl>[C:1]1([CH:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[C:14]([CH:17]4[CH2:22][CH2:21][N:20]([C:23]([Cl:35])=[N:25][C:26]5[CH:31]=[C:30]([CH3:32])[CH:29]=[CH:28][C:27]=5[CH3:33])[CH2:19][CH2:18]4)[S:15][CH:16]=3)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Conditions

Temperature: 40 °C

Procedure

To a mixture of 4-[4-(4,5-dihydro-5-phenyl-3-isoxazolyl)-2-thiazolyl]-N-(2,5-dimethylphenyl)-1-piperidinecarboxamide (i.e. the product of Step A) (0.406 g, 0.88 mmol) in dichloromethane (10 mL) was added phosphorus pentachloride (0.208 g, 1.0 mmol). The reaction mixture was heated at 40° C. for 16 h, and then concentrated under reduced pressure to provide the title compound as a foamy white solid (0.52 g).

Workup

concentrationconcentrated under reduced pressure

Sources & evidence

ORD record: ord-d6c34985c8e54df19f3ab4681ea2d1e8
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08349870B2

Reaction notes

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