반응 #1822317

반응 방정식

NaBH4

H2O

2,4-Diamino-5-propylpyrido [2,3-d]pyrimidine-6-carboxaldehyde

MeOH

NaBH4

→

product

수율 83.6%

2,4-Diamino-5-propylpyrido[2,3-d]pyrimidine-6-methanol

수율 83.6%

용매

AcOH

반응 조건

후처리

1. 1
   workup.ADDITIONadded at 15-min intervals
2. 2
   기타evaporated
3. 3
   기타collected
4. 4
   기타dried
5. 5
   기타to give a first crop of 6-hydroxymethyl compound (III-1, where R1 is propyl)
6. 6
   기타The filtrate from this compound was evaporated to dryness
7. 7
   추출the residue was extracted several times with boiling EtOAc

실험 절차

2,4-Diamino-5-propylpyrido [2,3-d]pyrimidine-6-carboxaldehyde (95 mg, 0.41 mmol) was stirred with MeOH (20 mL), and the near-solution was treated with 3 portions of NaBH4 (17 mg total, 0.45 mmol) added at 15-min intervals. Complete solution occurred after the first addition of NaBH4. The solution was left at 20°-25° C. for 1 hour. The solution was treated with H2O (1 mL), neutralized to pH 7 with glacial AcOH, and evaporated to near dryness. Solid residue was stirred with a little cold H2O (~1 mL), collected, and dried to give a first crop of 6-hydroxymethyl compound (III-1, where R1 is propyl); yield 31% (30 mg). The filtrate from this compound was evaporated to dryness, and the residue was extracted several times with boiling EtOAc to provide additional product (80 mg).

출처