Diisopropylethylamine → 5-Methyl-2-(4-(quinolin-2-ylmethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile

HRID 657818

반응식

HRID 657818 반응식
Cl[C:2]1[C:3]2[CH2:11][N:10]([C:12]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:13]=3[C:14]#[N:15])[CH2:9][CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.Cl.[N:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][C:23]=1[CH2:32][NH2:33].C(N(CC)C(C)C)(C)C>C(#N)C>[CH3:20][C:17]1[CH:18]=[CH:19][C:12]([N:10]2[CH2:9][CH2:8][C:4]3[N:5]=[CH:6][N:7]=[C:2]([NH:33][CH2:32][C:23]4[CH:24]=[CH:25][C:26]5[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=5)[N:22]=4)[C:3]=3[CH2:11]2)=[C:13]([CH:16]=1)[C:14]#[N:15]

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 18507529Quinolin-2-ylmethanamine hydrochlorideHCID 598406882-(4-Chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-5-methylbenzonitrile

생성물 1

HCID 250608505-Methyl-2-(4-(quinolin-2-ylmethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A reaction mixture of 2-(4-chloro-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)-5-methylbenzonitrile (150 mg, 0.52 mmol) and quinolin-2-ylmethanamine hydrochloride (206.0 mg, 1.058 mmol) in acetonitrile (1 mL) and N,N-diisopropylethylamine (1 mL, 6 mmol) was subjected to microwave irradiation at 185° C. for 3.5 h. The reaction mixture was concentrated and the residue was purified by preparative HPLC (30-60% acetonitrile-water [10 mM DEA]) to afford a light yellow solid.

후처리

  1. customirradiation at 185° C. for 3.5 h
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was purified by preparative HPLC (30-60% acetonitrile-water [10 mM DEA])
  4. customto afford a light yellow solid

출처 및 근거

ORD 기록
ord-314740ea9bd34af396157272400eae2a
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08076345B2

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