HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-(3-Chloro-phenylamino)-3-[4-(2-methyl-tetrazol-5-yl)-benzylamino]-1H-pyrazolo[3,4-d]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-(2-Methyl-2H-tetrazol-5-yl)-benzaldehyde | HCID 10487848 | — |
| Reactant | HCID 178509242 | HCID 178509242 | — |
| Solvent | DMEU methanol | HCID 131722711 | — |
| Product | 4-(3-Chloro-phenylamino)-3-[4-(2-methyl-tetrazol-5-yl)-benzylamino]-1H-pyrazolo[3,4-d]pyrimidine | HCID 21190586 | — |
Reaction Steps
Analogously to Example 34, 261 mg (1.00 mmol) of 3amino-4-(3-chlorophenylamino)-1H-pyrazolo[3,4-d]pyrimidine (see Step 1.6), 282 mg (1.5 mmol) of 4-(2-methyl-2H-tetrazol-5-yl)-benzaldehyde and 180 mg of acetic acid are stirred in 39 ml of DMEU/methanol (1:2) at RT for 1 hour and then reacted with two 440 mg (7 mmol) portions of NaCNBH3. 4-(3-Chloro-phenylamino)-3-[4-(2-methyl-tetrazol-5-yl)-benzylamino]-1H-pyrazolo[3,4-d]pyrimidine is obtained; m.p. 232-235° C.; HPLC: tRet(grad20-100/20)=11.4; FAB-MS: (M+H)+=433.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06251911B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-6480c275849340019f8a92ccec322d08 |
| Source note | uspto-grants-2001_06 |