1,2-Diaminocyclohexane → HCID 178519152, compound

HRID 706301Notes

Reaction equation

HRID 706301 reaction equation
[CH2:1]([C@H:8]1[CH2:12][O:11][C:10](=[O:13])[NH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.I[C:15]1[CH:16]=[C:17]([NH2:22])[C:18]([NH2:21])=[CH:19][CH:20]=1.[F-].[Cs+].[CH:25]1(N)CCCCC1N.C(OCC)(OCC)OCC>[Cu]I>[NH:22]1[C:17]2[CH:16]=[CH:15][C:20]([N:9]3[C@@H:8]([CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH2:12][O:11][C:10]3=[O:13])=[CH:19][C:18]=2[N:21]=[CH:25]1

Participants

7

Reactant 5

HCID 46101,2-DiaminocyclohexaneHCID 25953Cesium fluorideHCID 31214Ethyl orthoformateHCID 736225(S)-4-Benzyl-2-oxazolidinoneHCID 112070494-Iodobenzene-1,2-diamine

Product 1

HCID 178519152HCID 178519152, compound

Reagents, catalysts & solvents 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)Catalyst

Procedure

The compound was synthesized starting from (S)-4-benzyloxazolidin-2-one (0.089 g, 0.5 mmol), 4-iodobenzene-1,2-diamine (0.117 g, 0.5 mmol), copper(I) iodide (0.010 g, 0.05 mmol), cesium fluoride (0.276 g, 1 mmol), cyclohexane-1,2-diamine (0.006 mL, 0.05 mmol), triethyl orthoformate (3 mL) as described in method 5 step D.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-5f3b79421db94549af526b20ddb24f04
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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