2,4-Diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)benzyl]pyrimidine → 2,4-diamino-5-(7,8-dimethoxy-2-methyl-2H-1-benzopyran-5-ylmethyl)pyrimidine

HRID 280014

反応式

HRID 280014 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH:17]([CH3:20])[C:18]#[CH:19])[C:13]([O:21][CH3:22])=[C:12]([O:23][CH3:24])[CH:11]=2)=[CH:4][N:3]=1>C(N(CC)C1C=CC=CC=1)C>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[C:15]3[CH:19]=[CH:18][CH:17]([CH3:20])[O:16][C:14]=3[C:13]([O:21][CH3:22])=[C:12]([O:23][CH3:24])[CH:11]=2)=[CH:4][N:3]=1

参加物

3

反応物 1

HCID 128498022,4-Diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)benzyl]pyrimidine

生成物 1

HCID 128497982,4-diamino-5-(7,8-dimethoxy-2-methyl-2H-1-benzopyran-5-ylmethyl)pyrimidine収率 37%

試薬・触媒・溶媒 1

HCID 7061N,N-Diethylaniline溶媒

実験手順

A solution of 2,4-diamino-5-[3,4-dimethoxy-5-(1-methyl-2-propynyloxy)-benzyl]pyrimidine (4.28 g, 13.0 mmol) in N,N-diethylaniline (200 mL) was refluxed under nitrogen for 0.5 hr. The hot solution was filtered to remove dark tarry material. The filtrate was cooled and diluted with hexanes (200 mL). The precipitate (3.8 g) was recrystallized from ethanol to give title compound as off-white powder (1.56 g, 37%); mp 219°-221° dec. Anal. Calcd for C17H20N4O3 : C, 62.18; H, 6.14; N, 17.06. Found: C, 61.91; H, 6.20; N, 16.93.

後処理

  1. filtrationThe hot solution was filtered
  2. customto remove dark tarry material
  3. temperatureThe filtrate was cooled
  4. additiondiluted with hexanes (200 mL)
  5. customThe precipitate (3.8 g) was recrystallized from ethanol

出典と根拠

ORDレコード
ord-b31ffddddb754ba0a41249d5e39833e5
出典データセット
uspto-grants-1986_05
特許番号
US04587342

関連ノート

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