HuagongsheHuagongshe Chemistry Print Report · For research reference only
Succinic Acid → n-{5-[(1r)-2-({2-[4-(2-{3-[(1r)-3-(Diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)-1-hydroxyethyl]-2-hydroxyphenyl}methanesulfonamide succinate salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Succinic Acid | HCID 1110 | — |
| Reactant | N-{5-[(1R)-2-({2-[4-(2-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)-1-hydroxyethyl]-2-hydroxyphenyl}methanesulfonamide | HCID 57933169 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | n-{5-[(1r)-2-({2-[4-(2-{3-[(1r)-3-(Diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)-1-hydroxyethyl]-2-hydroxyphenyl}methanesulfonamide succinate salt | HCID 68928990 | — |
Reaction Steps
N-{5-[(1R)-2-({2-[4-(2-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)-1-hydroxyethyl]-2-hydroxyphenyl}methanesulfonamide (Example 5, 2000 mg, 2.84 mmol) was dissolved in methanol (8 ml) and succinic acid (336 mg, 2.84 mmol) in water (2 ml) and methanol (2 ml) was added in one portion to the stirred solution at room temperature. Further water was added until the salt appeared as a gum which was seeded with a small crystal of the salt previously isolated. The mixture was left overnight and stirred occasionally to aid crystallisation. After 5 days the solid was filtered and dried in vacuo to furnish the title compound as a white crystalline solid, 2336 mg, m.p. 148-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612084B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-65ec2149093841d7b2d5e3bf1bcd7952 |
| Source note | uspto-grants-2009_11 |