Ammonia → HCID 86689794, 화합물

HRID 1396458노트

반응식

HRID 1396458 반응식
[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8](OCC)=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([C:23]#[N:24])([CH3:22])[CH3:21])[N:15]=2)[CH:3]=1.CO.[NH3:27]>>[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:27])=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([C:23]#[N:24])([CH3:22])[CH3:21])[N:15]=2)[CH:3]=1

참가 물질

4

반응물 3

HCID 222AmmoniaHCID 887MethanolHCID 86689793Ethyl 6-chloro-4-(6-(2-cyanopropan-2-yl)pyridin-2-ylamino)pyridazine-3-carboxylate

생성물 1

HCID 86689794HCID 86689794, 화합물수율 80.1%

실험 절차

In a 50 mL round bottom flask, ethyl 6-chloro-4-(6-(2-cyanopropan-2-yl)pyridin-2-ylamino)pyridazine-3-carboxylate (792 mg, 2.29 mmol) was suspended in ammonia 7M in methanol (7.87 g, 10.0 mL, 70.0 mmol). Sealed and stirred at room temperature for 18 h. The abundant solid formed during the reaction was separated by filtration, filter cake rinsed with fresh methanol and dried in high vacuum to give clean 6-chloro-4-(6-(2-cyanopropan-2-yl)pyridin-2-ylamino)pyridazine-3-carboxamide (581 mg, 80.1% yield) as an off-white solid. 1H NMR (DMSO-d6) δ: 12.14 (s, 1H), 9.22 (s, 1H), 8.89 (s, 1H), 8.23 (s, 1H), 7.87 (t, J=7.9 Hz, 1H), 7.27 (d, J=7.6 Hz, 1H), 7.10 (d, J=7.9 Hz, 1H), 1.73 (s, 6H); LC-MS 316.9 [M+H]+.

후처리

  1. customSealed
  2. customThe abundant solid formed during the reaction
  3. customwas separated by filtration
  4. filtrationfilter cake
  5. washrinsed with fresh methanol
  6. customdried in high vacuum

출처 및 근거

ORD 기록
ord-6c1911919f944582bb509516214b6a9b
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901124B2

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