HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannous chloride dihydrate → [2-Amino-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | [2-Nitro-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester | HCID 69489653 | — |
| Product | [2-Amino-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester | HCID 69487195 | — |
Reaction Steps
The title compound was prepared from [2-nitro-5-(tetrahydro-pyran-2-yloxymethyl)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester [prepared from (5-hydroxymethyl-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example A30) (476 mg, 1.42 mmol) by treatment with 3,4-dihydro-2H-pyran (0.19 mL, 2.12 mmol) and p-TsOH (5 mg, 0.03 mmol) in DCM at 0° C., stirring at 0° C. for 15 min and at 23° C. for 18 h.] (0.58 g, 1.38 mmol) reduction with SnCl2.2H2O according to the general procedure J (method b). Obtained as an amorphous yellow substance (414 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06949542B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-e687e2be1e0d49018f54e91a66e970f2 |
| Source note | uspto-grants-2005_09 |