Dicyclohexylcarbodiimide → HCID 86691596, 화합물

HRID 333948

반응식

HRID 333948 반응식
[OH:1][CH:2]([CH3:8])/[CH:3]=[CH:4]/[C:5]([OH:7])=O.C1CCC(N=C=NC2CCCCC2)CC1.C1C=NC2N(O)N=NC=2C=1.[CH3:34][C:35]1[CH:44]=[C:43]([N:45]2[CH2:50][CH2:49][NH:48][CH2:47][CH2:46]2)[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[N:36]=1>CN(C=O)C>[OH:1][CH:2]([CH3:8])/[CH:3]=[CH:4]/[C:5]([N:48]1[CH2:49][CH2:50][N:45]([C:43]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[N:36]=[C:35]([CH3:34])[CH:44]=2)[CH2:46][CH2:47]1)=[O:7]

참가 물질

6

반응물 4

HCID 10868DicyclohexylcarbodiimideHCID 181649HOAtHCID 7023182-Methyl-4-(piperazin-1-yl)quinolineHCID 53636584-Hydroxy-pent-2-enoic acid

생성물 1

HCID 86691596HCID 86691596, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(E)-4-Hydroxypent-2-enoic acid (67 mg, 0.52 mmol) was dissolved in anhydrous DMF (2.5 ml), DCC (107.5, 0.52 mmol) and HOAt (106.7 mg, 0.79 mmol) were added and the mixture was stirred at room temperature for 15 minutes. 2-Methyl-4-piperazin-1-yl-quinoline (118.2 mg, 0.52 mmol) was added and stirring was continued for 90 minutes. The mixture was evaporated to dryness, taken up in a mixture of acetonitrile and methanol and filtered. The filtrate was evaporated to dryness again and purified by preparative HPLC (gradient of water containing 0.1% TFA and acetonitrile). 110 mg were obtained (0.33 mmol, 65%). MS (ES): m/z=326.1 [M+1]+.

후처리

  1. stirringstirring
  2. waitwas continued for 90 minutes
  3. customThe mixture was evaporated to dryness
  4. additiontaken up in a mixture of acetonitrile and methanol
  5. filtrationfiltered
  6. customThe filtrate was evaporated to dryness again
  7. custompurified by preparative HPLC (gradient of water containing 0.1% TFA and acetonitrile)
  8. custom110 mg were obtained (0.33 mmol, 65%)

출처 및 근거

ORD 기록
ord-f702141a66674518bc41b725648f1e79
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883791B2

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