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

HRID 655312

反応式

HRID 655312 の反応式
[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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-829cde76b514485e9a04d8c2ab01967f
出典データセット
uspto-grants-2011_12
特許番号
US08071593B2

関連ノート

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