Morpholine-4-carboximidamide Hydrobromide → HCID 178418872、化合物

HRID 8606

反応式

HRID 8606 の反応式
CO[C:3](=[O:18])[CH:4]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)[C:5]([O:7]C)=O.C[O-].[Na+].Br.[N:23]1([C:29]([NH2:31])=[NH:30])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1>CO>[CH3:17][O:16][C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][CH:13]=1)[O:9][C:4]1[C:3]([OH:18])=[N:30][C:29]([N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)=[N:31][C:5]=1[OH:7]

参加物

5

反応物 3

HCID 2806564Morpholine-4-carboximidamide HydrobromideHCID 10942334Sodium MethoxideHCID 21803851Dimethyl-(3-methoxyphenoxy)malonate

生成物 1

HCID 178418872HCID 178418872、化合物収率 75.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of dimethyl-(3-methoxyphenoxy)-malonate (11.19 g) in methanol (100 ml) was added sodium methylate (6.48 g). The yellow solution was stirred for 6 h at rt. Then, morpholine-4-carboxamidine hydrobromide (8.40 g) was added and the mixture was stirred at rt for 16 h. The solvent was removed in vacuo and the residue was dissolved in water (150 ml) and extracted twice with diethyl ether (150 ml). The aqueous phase was acidified with 10% aq. citric acid. The solid that separated was collected, washed with water, evaporated twice from EA, and dried under high vacuum to give 5-(3-methoxy-phenoxy)-2-morpholin-4-yl-pyrimidine-4,6-diol (9.66 g) as a beige powder. LC-MS: tR=2.88 min, [M+1]+=320.19, [M−1]−=318.02.

後処理

  1. stirringthe mixture was stirred at rt for 16 h
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in water (150 ml)
  4. extractionextracted twice with diethyl ether (150 ml)
  5. customThe solid that separated
  6. customwas collected
  7. washwashed with water
  8. customevaporated twice from EA
  9. customdried under high vacuum

出典と根拠

ORDレコード
ord-c7258cdcfc7c44909a8bab2d91687812
出典データセット
uspto-grants-2006_08
特許番号
US07091201B2

関連ノート

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