2-Cyanobenzenesulfonyl Chloride → HCID 86636387, compound

HRID 542056Notes

Reaction equation

[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].FC(F)(F)C(O)=O.[Cl:29][C:30]1[CH:31]=[N:32][C:33]2[NH:34][C:35]3[CH:36]=[N:37][CH:38]=C(C=3)[CH2:40][CH2:41][C:42]3[CH:50]=[C:46]([NH:47][C:48]=1[N:49]=2)[CH:45]=[CH:44][C:43]=3[NH:51][CH2:52][CH2:53][CH:54]1[CH2:59][CH2:58][NH:57][CH2:56][CH2:55]1.[C:61]([C:63]1[CH:68]=[CH:67][CH:66]=[CH:65][C:64]=1[S:69](Cl)(=[O:71])=[O:70])#[N:62]>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[F:8][C:9]([F:14])([F:13])[C:10]([OH:12])=[O:11].[F:15][C:16]([F:21])([F:20])[C:17]([OH:19])=[O:18].[Cl:29][C:30]1[CH:31]=[N:32][C:33]2[NH:34][C:35]3[CH:36]=[N:37][CH:38]=[C:3]([CH:2]=3)[CH2:40][CH2:41][C:42]3[CH:50]=[C:46]([NH:47][C:48]=1[N:49]=2)[CH:45]=[CH:44][C:43]=3[NH:51][CH2:52][CH2:53][CH:54]1[CH2:55][CH2:56][N:57]([S:69]([C:64]2[CH:65]=[CH:66][CH:67]=[CH:68][C:63]=2[C:61]#[N:62])(=[O:71])=[O:70])[CH2:58][CH2:59]1

Participants

Reactant 2

HCID 5223472-Cyanobenzenesulfonyl Chloride

HCID 86636383HCID 86636383, compound

Product 1

HCID 86636387HCID 86636387, compoundYield 60%

Procedure

The desired compound was prepared according to the procedure of Example D20, step A, using 6-chloro-N-(2-piperidin-4-ylethyl)-2,4,8,18,22-pentaazatetracyclo[14.3.1.1(3,7).1(9,13)]docosa-1(20),3(22),4,6,9(21),10,12,16,18-nonaen-12-amine tetrakis(trifluoroacetate) and 2-cyanobenzenesulfonyl chloride as the starting materials in 60% yield. LCMS for C31H32ClN8O2S (M+H)+: m/z=615.2.

Sources & evidence

ORD record: ord-9efe68d62df74af29c580025b8a14f70
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08871753B2

Reaction notes

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