N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamine → HCID 44232235, 화합물

HRID 1044333

반응식

HRID 1044333 반응식
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH:9][CH2:10][CH:11]([F:13])[F:12])=[CH:4][CH:3]=1.O[C:15]1[CH2:19][O:18][C:17](=[S:20])[CH:16]=1>C(O)(=O)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]([CH2:10][CH:11]([F:13])[F:12])[C:15]2[CH2:19][O:18][C:17](=[S:20])[CH:16]=2)=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 44604123N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamineHCID 136184246HCID 136184246, 화합물

생성물 1

HCID 44232235HCID 44232235, 화합물수율 29.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

105 mg (0.506 mmol) of N-[(6-chloropyridin-3-yl)methyl]-2,2-difluoroethanamine (which can be prepared according to: WO 2007/115644 A1, WO 2008/009360 A2) were added to 20 mg (0.169 mMol) of 4-hydroxyfuran-2(5H)-thione (known from: R. Labruère et al., Synthesis 4163-4166, 2006) in 0.5 ml of acetic acid, and the mixture was stirred at room temperature for 14 days. Concentration under reduced pressure and purification of the residue by preparative HPLC (RP18, CH3CN—H2O) gave 15 mg (yield: 28.8% of theory) of 4-{[(6-chloropyridin-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-thione.

후처리

  1. concentrationConcentration
  2. customunder reduced pressure and purification of the residue by preparative HPLC (RP18, CH3CN—H2O)

출처 및 근거

ORD 기록
ord-41b80943c48249bfbf32e485443092a3
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563584B2

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