HuagongsheHuagongshe Chemistry Print Report · For research reference only
N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine → {4-[4-(3-Bromo-phenylcarbamoyl)-2-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N'-(3-Cyano-pyridin-2-yl)-N,N-dimethyl-formamidine | HCID 66808319 | — |
| Reactant | {4-[2-Amino-4-(3-bromo-phenylcarbamoyl)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester | HCID 67040779 | — |
| Product | {4-[4-(3-Bromo-phenylcarbamoyl)-2-(pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester | HCID 67040153 | 24% |
Reaction Steps
The product of Example 64A was reacted with the product of Example 29A using the procedure of Example 13D substituting the product of Example 64A for the product of Example 13C and substituting the product of Example 29A for the product of Example 8E to provide the crude title compound which was purified by column chromatography on silica gel using methanol/dichloromethane as eluent to provide the title compound (31 mg, 24%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 1.48 (s, 9 H) 7.01 (d, J=8.46 Hz, 1 H) 7.32 (m, 4 H) 7.54 (d, J=8.46 Hz, 2 H) 7.71 (m, 2 H) 7.82 (d, J=7.72 Hz, 1 H) 8.01 (s, 1 H) 8.08 (s, 1 H) 8.64 (s, 1 H) 8.96 (d, J=8.09 Hz, 1 H) 9.11 (d, J=2.94 Hz, 1 H) 9.61 (s, 1 H) 10.35 (s, 1 H) 10.36 (s, 1 H); MS (ESI+) m/z 643/645 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910595B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-5a9377edd6af46b0b06bca11e4580969 |
| Source note | uspto-grants-2011_03 |