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

HRID 989698노트

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HRID 989698 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6228Dimethylformamide용매

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온도
90 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-8494891d541c4bdbbcfc177c32bc6692
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06458798B1

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