Phenylacetic Acid → HCID 178446148、化合物

HRID 1664542ノート

反応式

HRID 1664542 の反応式
[CH2:1]([N:6]1[C:14]2[N:13]=[CH:12][NH:11][C:10]=2[C:9](=[O:15])[NH:8]/[C:7]/1=[N:16]\[NH2:17])[CH2:2][CH2:3][CH2:4][CH3:5].[C:18]1([CH2:24][C:25]([OH:27])=O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.C(N(CC)CC)C.CN([CH:65]=[O:66])C>C(OCC)(=O)C>[CH3:65][O:66][C:21]1[CH:22]=[CH:23][C:18]([CH2:24][C:25]([NH:17]/[N:16]=[C:7]2\[NH:8][C:9](=[O:15])[C:10]3[NH:11][CH:12]=[N:13][C:14]=3[N:6]\2[CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[O:27])=[CH:19][CH:20]=1

参加物

7

反応物 5

HCID 999Phenylacetic AcidHCID 6228DimethylformamideHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 178446164HCID 178446164、化合物

生成物 1

HCID 178446148HCID 178446148、化合物収率 98%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

The mixture of (2E)-3-pentyl-3,7-dihydro-1H-purine-2,6-dione 2-hydrazone (0.30 g, 1.3 mmol), benzeneacetic acid, 4-methoxy- (0.23 g, 1.4 mmol), benzotriazol-1-yloxytris-(dimethylamino)phosphonium hexafluorophosphate (0.62 g, 1.40 mmol) and triethylamine (0.53 mL, 3.8 mmol) in DMF (10 mL) were stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and washed sat. NaHCO3. The aqueous was extracted with ethyl acetate (3×). The combined organic layers were dried (MgSO4), filtered and concentrated to yield the desired product (560 mg, 98%). LCMS calculated for C19H25N6O3 (M+H): 385.2. found: 385.2.

後処理

  1. washwashed sat. NaHCO3
  2. extractionThe aqueous was extracted with ethyl acetate (3×)
  3. dry with materialThe combined organic layers were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-6f3bf1a5334649039bc77a91f517c254
出典データセット
uspto-grants-2011_10
特許番号
US08039478B2

反応ノート

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