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

HRID 1831462

反応式

HRID 1831462 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0a1aca006ea24e61ae7b7c3a54cd4258
出典データセット
uspto-grants-2006_06
特許番号
US07067657B2

関連ノート

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