Cyclopropanesulfonamide → HCID 76593231, compound

HRID 1443512Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:9]2[N:18]=[C:17]([O:19][CH:20]3[CH2:37][CH:36]4[CH:22]([C:23](=[O:43])[N:24]([CH3:42])[CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][CH:31]5[C:33]([C:39](O)=[O:40])([NH:34][C:35]4=[O:38])[CH2:32]5)[CH2:21]3)[C:16]3[C:11](=[C:12]([CH3:46])[C:13]([O:44][CH3:45])=[CH:14][CH:15]=3)[N:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.[CH:47]1([S:50]([NH2:53])(=[O:52])=[O:51])[CH2:49][CH2:48]1>>[F:8][C:6]1[CH:5]=[C:4]([C:9]2[N:18]=[C:17]([O:19][CH:20]3[CH2:37][CH:36]4[CH:22]([C:23](=[O:43])[N:24]([CH3:42])[CH2:25][CH2:26][CH2:27][CH2:28][CH:29]=[CH:30][CH:31]5[C:33]([C:39]([NH:53][S:50]([CH:47]6[CH2:49][CH2:48]6)(=[O:52])=[O:51])=[O:40])([NH:34][C:35]4=[O:38])[CH2:32]5)[CH2:21]3)[C:16]3[C:11](=[C:12]([CH3:46])[C:13]([O:44][CH3:45])=[CH:14][CH:15]=3)[N:10]=2)[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

Reactant 2

HCID 15765418Cyclopropanesulfonamide

HCID 68411413HCID 68411413, compound

Product 1

HCID 76593231HCID 76593231, compoundYield 7%

Procedure

Reaction of the acid 169 with cyclopropane sulfonic acid amide according to the procedure described in example 159, followed by purification on HPLC using an Ace-5 C8 column (100×21.2 mm) and an ammonium acetate buffer 5 mM, pH 6.8, 5% acetonitrile, going from 35 to 60% acetonitrile, gave the title compound as a white solid (8 mg, 7%). LRMS (M+H) 738.

Workup

customfollowed by purification on HPLC

Sources & evidence

ORD record: ord-3cb8fc89cd5b48fcbc076706bc10aceb
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07659245B2

Reaction notes

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