Water → (2R)-2-{[2-Amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol

HRID 60519

反応式

HRID 60519 の反応式
[CH2:1]([S:8][C:9]1[N:10]=[C:11](Cl)[C:12]2[S:17][C:16]([NH2:18])=[N:15][C:13]=2[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[NH2:29][C@H:30]([CH2:33][CH2:34][CH3:35])[CH2:31][OH:32].O>CN1C(=O)CCC1>[NH2:18][C:16]1[S:17][C:12]2[C:11]([NH:29][C@H:30]([CH2:33][CH2:34][CH3:35])[CH2:31][OH:32])=[N:10][C:9]([S:8][CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N:14][C:13]=2[N:15]=1

参加物

6

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 5324727(2R)-2-aminopentan-1-olHCID 112782745-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amine

生成物 1

HCID 59799570(2R)-2-{[2-Amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}pentan-1-ol収率 97%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
110 °C

実験手順

5-(Benzylthio)-7-chloro[1,3]thiazolo[4,5-d]pyrimidin-2-amine (6.0 g, 19.4 mmol) was dissolved in NMP (30 mL). DIPEA (8.4 mL, 48.5 mmol) and 2-amino-(2R)-1-pentanol (3.5 g, 33.9 mmol) were added and the mixture was heated to 110° C. for 4 days. After cooling to ambient temperature, the mixture was poured into water (200 mL). The precipitated product was collected by filtration, washed with water and used in the next step without further purification (7.0 g, 97% yield).

後処理

  1. temperatureAfter cooling to ambient temperature
  2. filtrationThe precipitated product was collected by filtration
  3. washwashed with water
  4. customused in the next step without further purification (7.0 g, 97% yield)

出典と根拠

ORDレコード
ord-4087d4fb568c446f92fd9b64e69d1797
出典データセット
uspto-grants-2016_09
特許番号
US09440992B2

関連ノート

読み込み中…