Bicarbonate Ion → 6-(3,4-Dimethoxy-benzylamino)-2,4-pteridinediamine

HRID 1272485

反応式

HRID 1272485 の反応式
Br.BrC[C:4]1[N:5]=[C:6]2[C:11](=[N:12][CH:13]=1)[N:10]=[C:9]([NH2:14])[N:8]=[C:7]2[NH2:15].[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[CH2:21][NH2:22].C(=O)(O)[O-]>CN(C)C(=O)C>[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[O:26][CH3:27])[CH2:21][NH:22][C:4]1[N:5]=[C:6]2[C:11](=[N:12][CH:13]=1)[N:10]=[C:9]([NH2:14])[N:8]=[C:7]2[NH2:15]

参加物

5

反応物 3

HCID 769Bicarbonate IonHCID 79832VeratrylamineHCID 125032426-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)

生成物 1

HCID 184557336-(3,4-Dimethoxy-benzylamino)-2,4-pteridinediamine収率 35.2%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
50 °C

実験手順

To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (59 mg, 0.176 mmol) in anhydrous N,N dimethylacetamide was added 3,4-dimethoxy-benzylamine (51.15 ul, 0.3512 mmol). The reaction mixture was stirred at 50° C. overnight. The crude product was poured into saturated bicarbonate solution. The resulted precipitate was collected and purified by preparative HPLC. 20.3 mg product was obtained. Yield: 34%; 1H NMR (500 MHz, DMSO-d6): δ 3.67534(s, 3H), 3.70494(s, 3H), 4.05412 (b, 4H), 6.78852–6.80460 (d, J=8.04 Hz, 1H), 6.83624 (s, 1H), 6.83624–6.85393 (d, J=8.195 Hz, 1H); 8.96623(s, 1H), 9.00584(s, 2H), 9.5577(s, 2H); ESI-MS: 342 (M++1)

後処理

  1. customThe resulted precipitate was collected
  2. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-1ccea85a2cd84eb489076c4a69a98a28
出典データセット
uspto-grants-2007_04
特許番号
US07208493B2

関連ノート

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