HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-[(5-{(1R)-2-[allyl(methyl)amino]-1-methylethoxy}quinazolin-4-yl)amino]-2-methylphenol → 2-methyl-4-({5-[(1R)-1-methyl-2-(methylamino) ethoxy]quinazolin-4-yl}amino)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-[(5-{(1R)-2-[allyl(methyl)amino]-1-methylethoxy}quinazolin-4-yl)amino]-2-methylphenol | HCID 69060886 | — |
| Catalyst | Chlorotris(triphenylphosphine)rhodium(I) | HCID 84599 | — |
| Product | 2-methyl-4-({5-[(1R)-1-methyl-2-(methylamino) ethoxy]quinazolin-4-yl}amino)phenol | HCID 69059568 | 56% |
Reaction Steps
The procedure described in Example 2.3 (preparation of starting materials) was repeated using chlorotris(triphenylphosphine)rhodium (I) and 4-[(5-{(1R)-2-[allyl(methyl)amino]-1-methylethoxy}quinazolin-4-yl)amino]-2-methylphenol to give 2-methyl-4-({5-[(1R)-1-methyl-2-(methylamino)ethoxy]quinazolin-4-yl}amino)-phenol as a brown foam in 56% yield; NMR spectrum (DMSO-d6) 1.41 (d, 3H), 2.15 (s, 3H), 2.33 (s, H), 2.87 (m, 2H), 4.85 (m, 1H), 6.77 (d, 1H), 7.14 (d, 1H), 7.25 (d, 1H), 7.43 (s, 1H), 7.46 (d, 1H), 7.64 (t, 1H), 8.38 (s, 1H), 9.14 (s, 1H), 10.35 (s, 1H); Mass spectrum MH+ 339.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625908B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-73fc9c23ae254ec49d62c8377db5b2d6 |
| Source note | uspto-grants-2009_12 |