Triphenylphosphine → 3-(4-Methylpiperazin-1-yl)propyl [3-(5-methyl-2-oxooxazolo-[4,5-b]pyridin-3-ylmethyl)phenyl]carbamate

HRID 655312

반응식

HRID 655312 반응식
[CH3:1][C:2]1[N:7]=[C:6]2[NH:8][C:9](=[O:11])[O:10][C:5]2=[CH:4][CH:3]=1.O[CH2:13][C:14]1[CH:15]=[C:16]([NH:20][C:21](=[O:33])[O:22][CH2:23][CH2:24][CH2:25][N:26]2[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][CH2:27]2)[CH:17]=[CH:18][CH:19]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>CN(C=O)C>[CH3:1][C:2]1[N:7]=[C:6]2[N:8]([CH2:13][C:14]3[CH:15]=[C:16]([NH:20][C:21](=[O:33])[O:22][CH2:23][CH2:24][CH2:25][N:26]4[CH2:27][CH2:28][N:29]([CH3:32])[CH2:30][CH2:31]4)[CH:17]=[CH:18][CH:19]=3)[C:9](=[O:11])[O:10][C:5]2=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 100120755-Methyloxazolo[4,5-b]pyridin-2(3H)-oneHCID 595647273-(4-Methylpiperazin-1-yl)propyl (3-hydroxymethylphenyl)carbamate

생성물 1

HCID 595647153-(4-Methylpiperazin-1-yl)propyl [3-(5-methyl-2-oxooxazolo-[4,5-b]pyridin-3-ylmethyl)phenyl]carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

98 mg (0.65 mmol) of 5-methyl-3H-oxazolo[4,5-b]pyridin-2-one, 200 mg (0.65 mmol) of 3-(4-methylpiperazin-1-yl)propyl (3-hydroxymethylphenyl)carbamate and 325 mg (0.98 mmol) of polymer-bound triphenylphosphine (3 mmol/g) are suspended in 5 ml of DMF, and the mixture is shaken for 30 min. 229 mg (0.98 mmol) of di-tert-butyl azodicarboxylate are subsequently added. The reaction mixture is shaken at room temperature. The reaction mixture is filtered and rinsed with THF, and the filtrate is evaporated. The residue is purified by column chromatography on silica gel.

후처리

  1. stirringThe reaction mixture is shaken at room temperature
  2. filtrationThe reaction mixture is filtered
  3. washrinsed with THF
  4. customthe filtrate is evaporated
  5. customThe residue is purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-829cde76b514485e9a04d8c2ab01967f
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071593B2

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