N-甲基吗啉 → HCID 10225785，化合物

HRID 1069014笔记

反应方程式

HRID 1069014 反应方程式
[CH3:1][S:2][S:3][CH2:4][CH2:5][C:6]([OH:8])=O.ClC(OCC(C)C)=O.CN1CCOCC1.[NH2:24][C:25]1[CH:26]=[C:27]2[C:32](=[CH:33][CH:34]=1)[N:31]=[CH:30][N:29]=[C:28]2[NH:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([Br:42])[CH:37]=1>O1CCCC1.C(Cl)Cl.CO>[Br:42][C:38]1[CH:37]=[C:36]([NH:35][C:28]2[C:27]3[C:32](=[CH:33][CH:34]=[C:25]([NH:24][C:6](=[O:8])[CH2:5][CH2:4][S:3][S:2][CH3:1])[CH:26]=3)[N:31]=[CH:30][N:29]=2)[CH:41]=[CH:40][CH:39]=1

参与物

8

反应物 4

HCID 7972N-甲基吗啉HCID 62365氯甲酸异丁酯HCID 5328042N4-(3-溴苯基)喹唑啉-4,6-二胺HCID 9877428Propanoic acid, 3-(Methyldithio)-

产物 1

HCID 10225785HCID 10225785，化合物收率 20%

试剂、催化剂与溶剂 3

HCID 887Methanol溶剂HCID 6344二氯甲烷溶剂HCID 8028四氢呋喃溶剂

反应条件

温度
0 °C

实验过程

A solution of 1.5 grams of disulfide acid from Example 70 in 30 mL of tetrahydrofuran was cooled in an ice bath. A 1.28 mL portion of isobutyl chloroformate followed by a 1.08 mL portion of N-methyl morpholine were added. After stirring for 5 minutes at 0° C., 0.77 grams of 6-amino 4-(3-bromoanilino)quinazoline was added. The mixture was stirred for 3 hours at 0° C. and then allowed to warm to room temperature. The reaction was quenched with water and the tetrahydrofuran was evaporated under vacuum. Addition of methylene chloride followed by washing the methylene chloride layer with water and evaporation of the solvent gave a crude product. Silica gel chromatography with methanol in methylene chloride gave 0.22 grams light yellow solid of product.

后处理

  1. additionwere added
  2. stirringThe mixture was stirred for 3 hours at 0° C.
  3. temperatureto warm to room temperature
  4. customThe reaction was quenched with water
  5. customthe tetrahydrofuran was evaporated under vacuum
  6. additionAddition of methylene chloride
  7. washby washing the methylene chloride layer
  8. customwith water and evaporation of the solvent
  9. customgave a crude product

来源与证据

ORD记录
ord-4d658a9e2054498bae3fffe25b70893b
来源数据集
uspto-grants-2001_06
专利号
US06251912B1

反应笔记

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