Hydroxylamine → HCID 9892613, compound

HRID 1244437Notes

Reaction equation

HRID 1244437 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14](/[CH:17]=[CH:18]/[CH2:19][CH2:20][CH2:21][C:22]3[N:27]=[CH:26][CH:25]=[CH:24][N:23]=3)(=[O:16])=[O:15])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:28][OH:29].C1[CH2:34][O:33]CC1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14]([CH2:17][CH:18]([N:28]([OH:29])[CH:34]=[O:33])[CH2:19][CH2:20][CH2:21][C:22]3[N:27]=[CH:26][CH:25]=[CH:24][N:23]=3)(=[O:16])=[O:15])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 787HydroxylamineHCID 8028TetrahydrofuranHCID 21919396HCID 21919396, compound

Product 1

HCID 9892613HCID 9892613, compound

Procedure

To a stirred solution of the 2-((E)-5-[4-(4-bromophenyl)piperazino]sulfonylpent-4-enyl)pyrimidine (451 mg, 1.0 mmol) in THF (10 ml) was added Hydroxylamine (50% solution in water, 500 μl) and the mixture stirred overnight. The solvents were removed in vacuo, azeotroping with toluene (3×) to give the N-[1-([4-(4-bromophenyl)piperazino]sulfonylmethyl)-4-pyrimidin-2-ylbutyl]hydroxylamine (497 mg, quantitative)

Workup

  1. customThe solvents were removed in vacuo
  2. customazeotroping with toluene (3×)

Sources & evidence

ORD record
ord-2d302b89cc9a4233b7a3bcabf90461bb
Source dataset
uspto-grants-2006_10
Patent number
US07122551B2

Reaction notes

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