Ammonia → 1-[(2-Amino-5,6,7,8-tetrahydroquinazoline-4-yl)amino]pentane-2-ol

HRID 989698ノート

反応式

HRID 989698 の反応式
Cl[C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]=[C:4]([NH2:12])[N:3]=1.Cl.[OH:14][CH:15]([CH2:18][CH2:19][CH3:20])[CH2:16][NH2:17].C(N(CC)CC)C.N>C(Cl)(Cl)Cl.CN(C=O)C>[NH2:12][C:4]1[N:3]=[C:2]([NH:17][CH2:16][CH:15]([OH:14])[CH2:18][CH2:19][CH3:20])[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]=1

参加物

7

反応物 4

HCID 222AmmoniaHCID 8471TriethylamineHCID 134626642-Hydroxypentylamine hydrochlorideHCID 137078204-Chloro-5,6,7,8-tetrahydroquinazolin-2-amine

生成物 1

HCID 98597851-[(2-Amino-5,6,7,8-tetrahydroquinazoline-4-yl)amino]pentane-2-ol収率 51.1%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

A mixture of 4-chloro-5,6,7,8-tetrahydroquinazoline-2-ylamine (184 mg, 1 mmol), 2-hydroxypentylamine hydrochloride (140 mg, 1 mmol), triethylamine (202 mg, 2 mmol) and DMF (1 ml) was warmed for 5 hours in a bath (bath temperature, 90° C.). The solvent in the filtrate was removed in vacuo and the residue was purified by silica gel column chromatography (CHCl3:MeOH:NH4OHaq=100:10:0.4) to give the crude product (210 mg). To the crude product was aqueous ammonia solution (5 ml) and chloroform (30 ml) and it was extracted. The organic layer was washed with saturated brine (20 ml), dried over sodium sulfate, filtered and the solvent in the filtrate was removed in vacuo to give the object compound (128 mg, 51%).

後処理

  1. customThe solvent in the filtrate was removed in vacuo
  2. customthe residue was purified by silica gel column chromatography (CHCl3:MeOH:NH4OHaq=100:10:0.4)
  3. customto give the crude product (210 mg)
  4. extractionwas extracted
  5. washThe organic layer was washed with saturated brine (20 ml)
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customthe solvent in the filtrate was removed in vacuo

出典と根拠

ORDレコード
ord-8494891d541c4bdbbcfc177c32bc6692
出典データセット
uspto-grants-2002_10
特許番号
US06458798B1

反応ノート

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