2-Cyanobenzenesulfonyl Chloride → HCID 69017685, compound

HRID 541785Notes

Reaction equation

HRID 541785 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].FC(F)(F)C(O)=O.[Cl:15][C:16]1[CH:17]=[N:18][C:19]2[NH:20][C:21]3[CH:22]=[CH:23][CH:24]=[C:25]([CH:38]=3)[CH2:26][CH2:27][C:28]3[CH:36]=[C:32]([NH:33][C:34]=1[N:35]=2)[CH:31]=[C:30]([NH2:37])[CH:29]=3.[C:39]([C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=1[S:47](Cl)(=[O:49])=[O:48])#[N:40]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[Cl:15][C:16]1[CH:17]=[N:18][C:19]2[NH:20][C:21]3[CH:22]=[CH:23][CH:24]=[C:25]([CH:38]=3)[CH2:26][CH2:27][C:28]3[CH:36]=[C:32]([NH:33][C:34]=1[N:35]=2)[CH:31]=[C:30]([NH:37][S:47]([C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][C:41]=1[C:39]#[N:40])(=[O:49])=[O:48])[CH:29]=3

Participants

3

Reactant 2

HCID 5223472-Cyanobenzenesulfonyl ChlorideHCID 866362556-Chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-11-amine bis(trifluoroacetate)

Product 1

HCID 69017685HCID 69017685, compoundYield 27%

Procedure

The desired compound was prepared according to the procedure of Example B136, using 6-chloro-2,4,8,22-tetraazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-11-amine bis(trifluoroacetate) and -cyanobenzenesulfonyl chloride as the starting materials in 27% yield. LCMS for C25H20ClN6O2S (M+H)+: m/z=503.1.

Sources & evidence

ORD record
ord-a5ef5f3639e04e36940c898dda369907
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

Loading…