HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → Acetic acid 4-(3-iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | 4-(Chloromethyl)phenyl acetate | HCID 148312 | — |
| Reactant | Acetic acid 4-(3-iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenyl ester | HCID 69217841 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Acetic acid 4-(3-iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenyl ester | HCID 69217841 | — |
| Product | 4-(3-Iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenol | HCID 69218722 | — |
Reaction Steps
Acetic acid 4-(3-iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenyl ester was prepared by substituting acetic acid 4-chloromethyl-phenyl ester and Example 717A for benzyl bromide and Example 695J, respectively, in Example 696A. Acetic acid 4-(3-iodo-pyrrolo[2,3-c]pyridin-1-ylmethyl)-phenyl ester was then slurried in a mixture of THF and water, and treated with LiOH to provide the desired product. MS (ESI) m/e 351 (M+H)+, 1H NMR (300 MHz, DMSO-d6): □ 9.44 (s, 1H), 8.87 (s, 1H), 8.20 (d, J=5.43 Hz, 1H), 7.93 (s, 1H), 7.24 (dd, J=5.43, 1.02 Hz, 1H), 7.18 (d, J=8.48 Hz, 2H), 6.68-6.72 (m, 2H), 5.40 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456169B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-6884e84bb4924fb297cbb938dafc6d1d |
| Source note | uspto-grants-2008_11 |