7-chloronaphthalene-2-sulfonyl Chloride → (3S)-3-(7-Chloronaphthalene-2-sulfonylamino)-1-[1-(4-pyridyl)-4-piperidinylamino}-2-pyrrolidone

HRID 2086300Notes

Reaction equation

HRID 2086300 reaction equation
C(OC([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([NH:14][CH:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)[CH2:17][CH2:16]2)[C:10]1=[O:27])=O)(C)(C)C.[Cl:28][C:29]1[CH:38]=[C:37]2[C:32]([CH:33]=[CH:34][C:35]([S:39](Cl)(=[O:41])=[O:40])=[CH:36]2)=[CH:31][CH:30]=1>>[Cl:28][C:29]1[CH:38]=[C:37]2[C:32]([CH:33]=[CH:34][C:35]([S:39]([NH:8][C@H:9]3[CH2:13][CH2:12][N:11]([NH:14][CH:15]4[CH2:16][CH2:17][N:18]([C:21]5[CH:22]=[CH:23][N:24]=[CH:25][CH:26]=5)[CH2:19][CH2:20]4)[C:10]3=[O:27])(=[O:41])=[O:40])=[CH:36]2)=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 105633347-chloronaphthalene-2-sulfonyl ChlorideHCID 69545831HCID 69545831, compound

Product 1

HCID 69546113(3S)-3-(7-Chloronaphthalene-2-sulfonylamino)-1-[1-(4-pyridyl)-4-piperidinylamino}-2-pyrrolidoneYield 30%

Procedure

Similarly to Example 86 and using (3S)-3-(tert-butoxycarbonylamino)-1-[1-(4-pyridyl)-4-piperidinylamino]-2-pyrrolidone (220 mg) and 7-chlornaphthalene-2-sulfonyl chloride (170 mg), the title compound (88 mg) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-72dd2a0114d14e618513453c0f610eb7
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

Loading…