Diisopropylethylamine → 2-{3-[(5-Cyanopyridin-2-yl)-amino]piperidin-1-yl}-6-(4-fluorophenyl)pyridine-3-carbonitrile

HRID 1183004노트

반응식

HRID 1183004 반응식
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[N:3]=1.Cl.[NH:18]1[CH2:23][CH2:22][CH2:21][CH:20]([NH:24][C:25]2[N:30]=[CH:29][C:28]([C:31]#[N:32])=[CH:27][CH:26]=2)[CH2:19]1.C(N(CC)C(C)C)(C)C>CS(C)=O>[C:31]([C:28]1[CH:27]=[CH:26][C:25]([NH:24][CH:20]2[CH2:21][CH2:22][CH2:23][N:18]([C:2]3[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[C:4]([C:10]4[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=4)[N:3]=3)[CH2:19]2)=[N:30][CH:29]=1)#[N:32]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 27737342-Chloro-6-(4-Fluorophenyl)NicotinonitrileHCID 670603386-(Piperidin-3-ylamino)nicotinonitrile hydrochloride

생성물 1

HCID 446255092-{3-[(5-Cyanopyridin-2-yl)-amino]piperidin-1-yl}-6-(4-fluorophenyl)pyridine-3-carbonitrile

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
120 °C

실험 절차

60 mg (0.26 mmol) of 2-chloro-6-(4-fluorophenyl)pyridine-3-carbonitrile, 77 mg (0.31 mmol) of 6-(piperidin-3-ylamino)pyridine-3-carbonitrile hydrochloride (Example 10A) and 0.225 ml (1.29 mmol) of N,N-diisopropylethylamine were initially charged in 2 ml of DMSO. The mixture was heated at 120° C. in a microwave for 30 min. The crude product was purified by means of preparative HPLC (method 13). 99 mg (50% of theory) of the product were obtained in solid form.

후처리

  1. customThe crude product was purified by means of preparative HPLC (method 13)
  2. custom99 mg (50% of theory) of the product were obtained in solid form

출처 및 근거

ORD 기록
ord-c89d0a60f3014e5ba825a8082172c38e
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08664246B2

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