HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → N-[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-yl]benzenesulfonamide Trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | 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) | HCID 86636255 | — |
| Product | N-[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-yl]benzenesulfonamide Trifluoroacetate | HCID 69014787 | 42% |
Reaction Steps
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 benzenesulfonyl chloride as the starting materials in 42% yield. LCMS for C24H21ClN5O2S (M+H)+: m/z=478.1. 1H NMR (400 MHz, DMSO-d6): δ 10.24 (s, 1H), 9.55 (s, 1H), 9.50 (s, 1H), 8.15 (s, 1H), 7.76 (m, 3H), 7.50 (m, 3H), 7.40 (m, 1H), 7.10 (dd, 1H), 6.94 (m, 1H), 6.88 (m, 1H), 6.80 (m, 1H), 6.69 (m, 1H), 2.74 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871753B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-ee323f9876ce4fb496e9fb7968d02c98 |
| Source note | uspto-grants-2014_10 |