Ammonia → HCID 178508629、化合物

HRID 1028770ノート

反応式

HRID 1028770 の反応式
[NH3:1].Cl[C:3]1[C:4]2[C:11]([I:12])=[CH:10][N:9]([C@H:13]3[CH2:16][C@H:15]([CH2:17][OH:18])[CH2:14]3)[C:5]=2[N:6]=[CH:7][N:8]=1.C(=O)=O.CC(C)=O>O1CCOCC1.CC(O)C>[NH2:1][C:3]1[C:4]2[C:11]([I:12])=[CH:10][N:9]([C@H:13]3[CH2:16][C@H:15]([CH2:17][OH:18])[CH2:14]3)[C:5]=2[N:6]=[CH:7][N:8]=1

参加物

6

反応物 3

HCID 222AmmoniaHCID 18522661Acetone cardiceHCID 178521038HCID 178521038、化合物

生成物 1

HCID 178508629HCID 178508629、化合物

試薬・触媒・溶媒 2

HCID 3776Isopropanol溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

Gaseous ammonia (from a lecture bottle) was condensed into a suspension of trans-[3-(4-chloro-5-iodopyrrolo[2,3-d]pyrimidin-7-yl)-cyclobutyl]-methanol (172.6 mg, 0.475 mmol) in dioxane (3 mL) and iPrOH (3 mL) in a sealable glass tube, cooled by dry ice/acetone, until the volume increased by mL, then the tube was sealed and heated to 90° C. overnight. The solvents were evaporated, water was added to the residue, and the pale yellow solid was filtered off and dried in vacuo to give the title compound as a pale yellow solid. The compound was used in the next step without further purification. 1H NMR (CDCl3, 400 MHz) δ 2.41-2.52 (m, 2H), 2.52-2.64 (m, 3H), 3.83 (d, 0.1=6.3 Hz, 2H), 5.30-5.40 (mc, 1H), 5.60 (brs, 2H), 7.29 (s, 1H), 8.26 (s, 1H). MS (ES+): m/z 345.1 (100) [MH+]. HPLC: tR=1.9 min (OpenLynx, polar—5 min).

後処理

  1. customcondensed
  2. temperatureincreased by mL
  3. customthe tube was sealed
  4. customThe solvents were evaporated
  5. additionwater was added to the residue
  6. filtrationthe pale yellow solid was filtered off
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-0a8e17f2fe8e4f5cbfc5be55f3be0a62
出典データセット
uspto-grants-2014_05
特許番号
US08735405B2

反応ノート

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