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Diisopropylethylamine → 2-[(3-chloro-1,2,4-triazin-5-yl)amino]-2-methyl-N-(2,2,2-trifluoroethyl) propanamide

HRID 510188
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HRID 510188 반응식
[Cl:1][C:2]1[N:3]=[N:4][CH:5]=[C:6](Cl)[N:7]=1.Cl.[NH2:10][C:11]([CH3:21])([CH3:20])[C:12]([NH:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[O:13].C(N(C(C)C)CC)(C)C.C(=O)(O)[O-].[Na+]>ClCCl.O1CCOCC1>[Cl:1][C:2]1[N:3]=[N:4][CH:5]=[C:6]([NH:10][C:11]([CH3:21])([CH3:20])[C:12]([NH:14][CH2:15][C:16]([F:17])([F:18])[F:19])=[O:13])[N:7]=1
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참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 122649333,5-Dichloro-1,2,4-triazineHCID 877733842-Amino-2-methyl-N-(2,2,2-trifluoro-ethyl)-propionamide; hydrochloride

생성물 1

HCID 894954772-[(3-chloro-1,2,4-triazin-5-yl)amino]-2-methyl-N-(2,2,2-trifluoroethyl) propanamide

시약·촉매·용매 2

HCID 6344
Dichloromethane
용매
2회
HCID 312751,4-Dioxane용매

실험 절차

To a Dioxane (12.0 ml) solution of 3,5-dichloro-1,2,4-triazine I-15a (846 mg, 5.64 mmol) was added 2-amino-2-methyl-N-(2,2,2-trifluoroethyl) propanamide hydrochloride (1,242 mg, 5.64 mmol) followed by diisopropylethylamine (2.96 ml, 16.92 mmol). Dichloromethane (2 mL) was added and the reaction stirred for 2 hours at room temp. The reaction was diluted with dichloromethane and poured into saturated sodium bicarbonate. A precipitate formed. The solid was filtered washed with dichloromethane and then dried under reduced pressure to afford the product I-15 (1.02 g, 60.3%). LRMS (ESI) m/z 297.9 [(M+H)+; calcd for: C9H11ClF3N5O: 298.1].

후처리

  1. customA precipitate formed
  2. filtrationThe solid was filtered
  3. washwashed with dichloromethane
  4. customdried under reduced pressure
  5. customto afford the product I-15 (1.02 g, 60.3%)

출처 및 근거

ORD 기록
ord-70b6eabfe949404090863454be95e349
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096598B2

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