Hydrochloric Acid → HCID 22940406, compound

HRID 842652Notes

Reaction equation

HRID 842652 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([F:28])=[C:8]([C@H:14]2[CH2:16][C@H:15]2[NH:17][C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][N:22]=2)=[O:19])[C:9]=1[O:10]COC)(=[O:3])[CH3:2].Cl.O>O1CCOCC1>[C:1]([C:4]1[CH:5]=[CH:6][C:7]([F:28])=[C:8]([C@H:14]2[CH2:16][C@H:15]2[NH:17][C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][N:22]=2)=[O:19])[C:9]=1[OH:10])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22940407HCID 22940407, compound

Product 1

HCID 22940406HCID 22940406, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(+,−)-N-(cis-2-(5-Acetyl-2-fluoro-6-methoxymethoxy)-cyclopropyl)-N′-(5-chloropyrid-2-yl)-urea (Example 56) was dissolved in dioxane and concentrated hydrochloric acid was added. The solution was stirred for 15 minutes, was diluted water and evaporated. The residue was co-evaporated with water to yield the title product as a solid. 1H-NMR DMSO-d6 δ 1.2 (m, 1H) 1.3-1.5 (m, 1H) 2.0 (q, 1H) 2.6 (s, 3H) 3.4 (m, 1H) 6.8 (t, 1H) 7.4 (d, 1H) 7.7 (m, 1H) 7.8-8.0 (m, 2H) 9.2 (s, 1H) 11.1 (bs, 1H).

Workup

  1. customevaporated

Sources & evidence

ORD record
ord-d1623b2c23d94f4eb6408b7202514ffa
Source dataset
uspto-grants-2002_04
Patent number
US06376492B1

Reaction notes

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