Sodium borohydride → 6-(Hydroxymethyl)-3-methyl-1-(2-methylpropyl)-5-(2-thienylmethyl)-thieno[2,3-d]pyrimidine-2,4(1h,3h)-dione

HRID 379596노트

반응식

HRID 379596 반응식
[BH4-].[Na+].[CH3:3][N:4]1[C:9](=[O:10])[C:8]2[C:11](SC3SC=CC=3)=[C:12]([CH:14]=[O:15])[S:13][C:7]=2[N:6]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:5]1=[O:26]>CO.O>[OH:15][CH2:14][C:12]1[S:13][C:7]2[N:6]([CH2:22][CH:23]([CH3:24])[CH3:25])[C:5](=[O:26])[N:4]([CH3:3])[C:9](=[O:10])[C:8]=2[C:11]=1[CH2:14][C:12]1[S:13][CH:7]=[CH:8][CH:11]=1

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 183665901,2,3,4-Tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-5-(thien-2-ylthio)-thieno[2,3-d]pyrimidine-6-carboxaldehyde

생성물 1

HCID 183665956-(Hydroxymethyl)-3-methyl-1-(2-methylpropyl)-5-(2-thienylmethyl)-thieno[2,3-d]pyrimidine-2,4(1h,3h)-dione수율 104.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Sodium borohydride (0.06 g) was added to 1,2,3,4-tetrahydro-3-methyl-1-(2-methylpropyl)-2,4-dioxo-5-(2-thienylthio)-thieno[2,3-d]pyrimidine-6-carboxaldehyde (0.25 g) in methanol (25 ml) and the mixture was stirred for 24 hours. The reaction was diluted with water (30 ml) and was then extracted with ethyl acetate (3×50 ml). The organic phases were washed with brine and dried over magnesium sulfate, filtered and evaporated to leave a green oil. Purification by chromatography (1:4 ethyl acetate:isohexane) gave the subtitle compound as a yellow foam (0.125 g).

후처리

  1. extractionwas then extracted with ethyl acetate (3×50 ml)
  2. washThe organic phases were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. customto leave a green oil
  7. customPurification by chromatography (1:4 ethyl acetate:isohexane)

출처 및 근거

ORD 기록
ord-4345ed6075214854b0da1b7f053b2cf0
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06300334B1

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