4-Methylmorpholine → HCID 10225785, 화합물

HRID 1069014노트

반응식

HRID 1069014 반응식
[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

참가 물질

8

반응물 4

HCID 79724-MethylmorpholineHCID 62365Isobutyl chloroformateHCID 5328042N4-(3-Bromophenyl)quinazoline-4,6-diamineHCID 9877428Propanoic acid, 3-(Methyldithio)-

생성물 1

HCID 10225785HCID 10225785, 화합물수율 20%

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4d658a9e2054498bae3fffe25b70893b
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06251912B1

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