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Water → 5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-chloropyrazine-2-carbonitrile

HRID 2200426
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HRID 2200426 반응식
[Cl:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][CH:5]=[C:6](Cl)[N:7]=1.Cl.Cl.[F:13][C:14]1([F:22])[CH2:19][CH2:18][CH2:17][C@@H:16]([NH2:20])[C@H:15]1[NH2:21].CCN(C(C)C)C(C)C.O>CN(C=O)C.CCOC(C)=O>[NH2:21][C@H:15]1[C:14]([F:22])([F:13])[CH2:19][CH2:18][CH2:17][C@H:16]1[NH:20][C:6]1[N:7]=[C:2]([Cl:1])[C:3]([C:9]#[N:10])=[N:4][CH:5]=1
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참가 물질

7

반응물 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 529877443,5-Dichloropyrazine-2-carbonitrileHCID 86685557(1R,2R)-3,3-difluorocyclohexane-1,2-diamine dihydrochloride

생성물 1

HCID 866855565-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-chloropyrazine-2-carbonitrile수율 90.8%

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
HCID 8857Ethyl Acetate용매

실험 절차

A solution of 3,5-dichloropyrazine-2-carbonitrile (102 mg, 0.586 mmol), (1R,2R)-3,3-difluorocyclohexane-1,2-diamine dihydrochloride (132 mg, 0.591 mmol) and DIEA (0.400 mL, 2.30 mmol) in DMF (2 mL) was stirred at room temperature for 20 h. Water and EtOAc were added. Organic phase was separated, washed with water, dried over Na2SO4, concentrated in vacuo to give 5-((1R,2R)-2-amino-3,3-difluorocyclohexylamino)-3-chloropyrazine-2-carbonitrile (153 mg).

후처리

  1. customOrganic phase was separated
  2. washwashed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ee6c72c706734c4e832312e59f222928
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09359308B2

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