Cyclohexanol → HCID 86634380, compound

HRID 1191281Notes

Reaction equation

HRID 1191281 reaction equation
Cl.[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH:4]1[CH2:19][CH2:20][N:21]=[N+:22]=[N-:23].C1(O)CCCCC1.[OH-].[Na+].Cl[C:34]1[N:39]=[C:38]([N:40]2[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42][CH2:41]2)[CH:37]=[C:36]([Cl:47])[N:35]=1>>[N:40]1([C:38]2[CH:37]=[C:36]([Cl:47])[N:35]=[C:34]([NH:2][CH:3]3[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][CH2:12][C:13]4[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=4)=[O:10])[CH:4]3[CH2:19][CH2:20][N:21]=[N+:22]=[N-:23])[N:39]=2)[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46]1

Participants

5

Reactant 4

HCID 7966CyclohexanolHCID 14798Sodium HydroxideHCID 86634378HCID 86634378, compoundHCID 86634381HCID 86634381, compound

Product 1

HCID 86634380HCID 86634380, compoundYield 40.9%

Procedure

The compound 16 (118 mg), cyclohexanol (0.16 mL), aqueous 5N sodium hydroxide solution (0.25 mL) and 1-(2,6-dichloropyrimidin-4-yl)azepan (83.5 mg) were stirred at 120° C. for 6 hours. The reaction solution was purified by silica gel column chromatography (hexane:ethyl acetate=2:1→1:1) to obtain the title compound (71.2 mg) having the following physical properties.

Workup

  1. customThe reaction solution was purified by silica gel column chromatography (hexane:ethyl acetate=2:1→1:1)

Sources & evidence

ORD record
ord-e298b6a4d50e4a1b998c33cd31fb2b55
Source dataset
uspto-grants-2014_03
Patent number
US08680092B2

Reaction notes

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