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Ammonia → 2-(5-Amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile

HRID 1184888
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HRID 1184888 반응식
S(S([O-])=O)([O-])=O.[Na+].[Na+].N.[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][C:12]=1/[N:20]=[C:21](\[C:31]#[N:32])/[C:22]1[S:30][C:25]2=[N:26][CH:27]=[CH:28][N:29]=[C:24]2[CH:23]=1>O.O1CCOCC1>[NH2:17][C:14]1[CH:15]=[CH:16][C:11]([CH3:10])=[C:12]([NH:20][CH:21]([C:22]2[S:30][C:25]3=[N:26][CH:27]=[CH:28][N:29]=[C:24]3[CH:23]=2)[C:31]#[N:32])[CH:13]=1
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참가 물질

6

반응물 3

HCID 222AmmoniaHCID 24489Sodium DithioniteHCID 178426707HCID 178426707, 화합물

생성물 1

HCID 671255562-(5-Amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile수율 85%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane
용매

실험 절차

To a solution of sodium hydrosulfite (434 mg, 2.493 mmol) in water (3 mL) was added ammonia (0.561 mL, 3.64 mmol) and then compound 77 (62 mg, 0.192 mmol) in dioxane (3 mL). The reaction was stirred at rt. for 4 h. Quenched with water and extracted with EtOAc. Organic layer was washed with brine, dried and evaporated to give compound 2-(5-amino-2-methylphenylamino)-2-(thieno[2,3-b]pyrazin-6-yl)acetonitrile 78 (48 mg, 85%) which was used without further purification. (m/z)=296 (M+H)+.

후처리

  1. customQuenched with water
  2. extractionextracted with EtOAc
  3. washOrganic layer was washed with brine
  4. customdried
  5. customevaporated

출처 및 근거

ORD 기록
ord-2a9a357a860141fca2c597b9db318ef7
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08669256B2

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