Acetone → Methylnaltrexone Bromide

HRID 47066

반응식

HRID 47066 반응식
[CH2:1]1[CH:3]([CH2:4][N:5]2[C@@H:15]3[CH2:16][C:17]4[CH:22]=[CH:21][C:20]([OH:23])=[C:19]5[O:24][C@H:9]6[C:10]([CH2:12][CH2:13][C@:14]3([OH:25])[C@:8]6([C:18]=45)[CH2:7][CH2:6]2)=[O:11])[CH2:2]1.[CH3:26]C(C)=O.C[Br:31]>CN(C)C=O>[CH3:26][N+:5]1([CH2:4][CH:3]2[CH2:2][CH2:1]2)[C@@H:15]2[CH2:16][C:17]3[CH:22]=[CH:21][C:20]([OH:23])=[C:19]4[O:24][C@H:9]5[C:10]([CH2:12][CH2:13][C@:14]2([OH:25])[C@:8]5([C:18]=34)[CH2:7][CH2:6]1)=[O:11].[Br-:31]

참가 물질

5

반응물 3

HCID 180AcetoneHCID 6323Methyl BromideHCID 5360515Naltrexone

생성물 1

HCID 5361917Methylnaltrexone Bromide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2.5 gm (7.35 millimols) of N-cyclopropylmethylnoroxymorphone were dissolved in a mixture consisting of 50 ml of absolute acetone and 0.5 ml of dimethylformamide, and the resulting solution was admixed with 4.25 gm (44.8 millimols) of methyl bromide. The reaction mixture was then allowed to stand for three weeks at room temperature in a sealed pressure vessel. Thereafter, the contents of the vessel were evaporated, and the residue was crystallized from methanol and recrystallized from methanol/ether, yielding 1.0 gm of the methobromide which had a melting point of 253° C.

후처리

  1. waitto stand for three weeks at room temperature in a sealed pressure vessel
  2. customThereafter, the contents of the vessel were evaporated
  3. customthe residue was crystallized from methanol
  4. customrecrystallized from methanol/ether
  5. customyielding 1.0 gm of the methobromide which

출처 및 근거

ORD 기록
ord-8fd4968a3ead4b3c877730306a53b82c
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04176186

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