Diethyl Ether → 1-(4-Phthalimidomethyl-1,3-thiazol-2-yl)-3-methanesulfonyloxyazetidine

HRID 891793노트

반응식

HRID 891793 반응식
[C:1]1(=[O:22])[N:5]([CH2:6][C:7]2[N:8]=[C:9]([N:12]3[CH2:15][CH:14]([OH:16])[CH2:13]3)[S:10][CH:11]=2)[C:4](=[O:17])[C:3]2=[CH:18][CH:19]=[CH:20][CH:21]=[C:2]12.[CH3:23][S:24](Cl)(=[O:26])=[O:25].C(N(CC)CC)C.C(OCC)C>C(Cl)Cl>[C:4]1(=[O:17])[N:5]([CH2:6][C:7]2[N:8]=[C:9]([N:12]3[CH2:13][CH:14]([O:16][S:24]([CH3:23])(=[O:26])=[O:25])[CH2:15]3)[S:10][CH:11]=2)[C:1](=[O:22])[C:2]2=[CH:21][CH:20]=[CH:19][CH:18]=[C:3]12

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 222428071-(4-Phthalimidomethyl-1,3-thiazol-2-yl)-3-hydroxyazetidine

생성물 1

HCID 222430451-(4-Phthalimidomethyl-1,3-thiazol-2-yl)-3-methanesulfonyloxyazetidine수율 67.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 1-(4-phthalimidomethyl-1,3-thiazol-2-yl)-3-hydroxyazetidine (864 mg, 2.74 mmol) (obtained as described in Reference Example 68(2)) in methylene chloride (35 ml) were added methanesulfonyl chloride (0.25 ml, 3.29 mmol) and triethylamine (0.46 ml, 3.29 mmol) in an ice bath and the mixture was stirred for 1 hour. After checking the completion of the reaction, the mixture was added to diethyl ether and stirred for 30 minutes. The mixture was then filtered and the solid was collected by filtration and washed with diethyl ether to afford 1-(4-phthalimidomethyl-1,3-thiazol-2-yl)-3-methanesulfonyloxyazetidine (726 mg, yield 67%) as a white solid.

후처리

  1. customthe completion of the reaction
  2. stirringstirred for 30 minutes
  3. filtrationThe mixture was then filtered
  4. filtrationthe solid was collected by filtration
  5. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-6d7559a2c11b4a7cbfc073b12530dae6
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07001897B2

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