Potassium Carbonate → (+/-)-2-(2-Amino-5-phenylmethylthio-thiazolo[4,5-d]pyrimidin-7-ylamino)-hexan-1-ol

HRID 1831462

반응식

HRID 1831462 반응식
[C:1]1([CH2:7][S:8][C:9]2[N:10]=[C:11](Cl)[C:12]3[S:17][C:16]([NH2:18])=[N:15][C:13]=3[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:20][CH2:21][CH2:22][CH2:23][CH:24]([NH2:27])[CH2:25][OH:26].C(=O)([O-])[O-].[K+].[K+]>>[NH2:18][C:16]1[S:17][C:12]2[C:11]([NH:27][CH:24]([CH2:23][CH2:22][CH2:21][CH3:20])[CH2:25][OH:26])=[N:10][C:9]([S:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[N:14][C:13]=2[N:15]=1

참가 물질

4

반응물 3

HCID 11430Potassium CarbonateHCID 249006DL-2-Amino-1-hexanolHCID 112782745-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amine

생성물 1

HCID 10200369(+/-)-2-(2-Amino-5-phenylmethylthio-thiazolo[4,5-d]pyrimidin-7-ylamino)-hexan-1-ol수율 17.6%

실험 절차

5-Phenylmethylthio-7-chloro-thiazolo[4,5-d]pyrimidin-2-ylamin (100 mg, 0.32 mmol), DL-2-amino-1-hexanol (295 μL, 2.3 mmol) and potassium carbonate (124 mg, 0.90 mmol) were heated for 24 hours as in Example 1. The solution was filtered and the solvent was evaporated. The crude product was flash chromatographed on silica (gradient eluent—ammonia:ethylacetate:dichloromethane, 1:69:30 to 1:99:0) resulting in 22 mg (17% yield) of the title compound as a yellow solid.

후처리

  1. filtrationThe solution was filtered
  2. customthe solvent was evaporated
  3. customchromatographed on silica (gradient eluent—ammonia:ethylacetate:dichloromethane, 1:69:30 to 1:99:0)

출처 및 근거

ORD 기록
ord-0a1aca006ea24e61ae7b7c3a54cd4258
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067657B2

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