HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → HCID 66623412, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | 3-Chloro-4-(2-pyridylmethoxy)aniline | HCID 16781212 | — |
| Reactant | 4-Chloro-7-methoxyquinazolin-6-yl acetate | HCID 22022160 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 66623412 | HCID 66623412 | — |
Reaction Steps
3-Chloro-4-(pyridin-2-ylmethoxy)-phenylamine (3.9 g, 16.62 mmol) and acetic acid 4-chloro-7-methoxy-quinazolin-6-yl ester (4.62 g, 18.28 mmol) were dissolved in a 1:1 mixture of DCE:t-BuOH (50 mL). The reaction mixture was refluxed for 19 hours and then cooled to room temp. Solvent was removed via rotovap. The crude residue was then suspended in MeOH (80 mL) and NH4OH (8 mL, 30% in water) was added to the mixture. Stir for 15 hours at room temp. The reaction was heated to 100° C. and stirred for 1 hour. Cool to 0° C. and product was isolated by filtration and washed with cold MeOH to give 5 g (12.2 mmol, 67% over two steps) of desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088766B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-191611df4d16471cb9904eadc4fb60c0 |
| Source note | uspto-grants-2012_01 |