Ammonia → HCID 178508629, 화합물

HRID 1028770노트

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HRID 1028770 반응식
[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

참가 물질

6

반응물 3

HCID 222AmmoniaHCID 18522661Acetone cardiceHCID 178521038HCID 178521038, 화합물

생성물 1

HCID 178508629HCID 178508629, 화합물

시약·촉매·용매 2

HCID 3776Isopropanol용매HCID 312751,4-Dioxane용매

반응 조건

온도
90 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-0a8e17f2fe8e4f5cbfc5be55f3be0a62
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735405B2

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