Allyl bromide → 1-{Allyl[1-(4-pyridyl)-4-piperidinyl]amino}-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone

HRID 2086286Notes

Reaction equation

HRID 2086286 reaction equation
C(O[C:6]([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][N:15]2[CH2:20][CH2:19][N:18]([S:21]([C:24]3[CH:33]=[CH:32][C:31]4[C:26](=[CH:27][CH:28]=[C:29]([Cl:34])[CH:30]=4)[CH:25]=3)(=[O:23])=[O:22])[CH2:17][C:16]2=[O:35])[CH2:10][CH2:9]1)=O)(C)(C)C.[CH2:36](Br)[CH:37]=[CH2:38]>>[CH2:36]([N:14]([CH:11]1[CH2:12][CH2:13][N:8]([C:6]2[CH:12]=[CH:13][N:8]=[CH:9][CH:10]=2)[CH2:9][CH2:10]1)[N:15]1[CH2:20][CH2:19][N:18]([S:21]([C:24]2[CH:33]=[CH:32][C:31]3[C:26](=[CH:27][CH:28]=[C:29]([Cl:34])[CH:30]=3)[CH:25]=2)(=[O:23])=[O:22])[CH2:17][C:16]1=[O:35])[CH:37]=[CH2:38]

Participants

3

Reactant 2

HCID 7841Allyl bromideHCID 695456311-[1-(tert-Butoxycarbonyl)-4-piperidinylamino]-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone

Product 1

HCID 227271901-{Allyl[1-(4-pyridyl)-4-piperidinyl]amino}-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone

Procedure

Similarly to Method A in Example 38 and using 1-[1-(tert-butoxycarbonyl)-4-piperidinylamino]-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone (390 mg) and allyl bromide (2 ml) instead of methyl iodide, the title compound (69 mg) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-ca91a52ce30f450aa0541d2ba23926ab
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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