Pseudosaccharin chloride → HCID 178510652, compound

HRID 25250Notes

Reaction equation

HRID 25250 reaction equation
Cl[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:12])(=[O:11])[N:3]=1.Cl.Cl.[NH2:15][CH:16]([CH2:33][CH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[C:17]([NH:19][C:20]1([C:31]#[N:32])[CH2:24][CH2:23][N:22]([CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)[CH2:21]1)=[O:18]>>[C:31]([C:20]1([NH:19][C:17](=[O:18])[CH:16]([NH:15][C:2]2[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[S:4](=[O:12])(=[O:11])[N:3]=2)[CH2:33][CH:34]2[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]2)[CH2:24][CH2:23][N:22]([CH:25]2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]2)[CH2:21]1)#[N:32]

Participants

3

Reactant 2

HCID 64783Pseudosaccharin chlorideHCID 865852032-amino-N-(3-cyano-1-cyclohexyl-pyrrolidin-3-yl)-3-cyclohexyl-propionamide bis hydrochloride salt

Product 1

HCID 178510652HCID 178510652, compound

Procedure

The title compound was prepared starting from 3-chloro benzo[d]isothiazole 1,1-dioxide and 2-amino-N-(3-cyano-1-cyclohexyl-pyrrolidin-3-yl)-3-cyclohexyl-propionamide bis hydrochloride salt according to the procedure from Example 10, except that the compound was further purified by HPLC using a 20×250 mm C18 reverse phase column with the method being 40% acetonitrile in water to acetonitrile. MS, m/z 512=M+1.

Workup

  1. customwas further purified by HPLC

Sources & evidence

ORD record
ord-c2cab487b42340f589288552a31ba252
Source dataset
uspto-grants-2005_02
Patent number
US06858623B2

Reaction notes

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