Triethylamine → HCID 21993734、化合物

HRID 1978513ノート

反応式

HRID 1978513 の反応式
[N:1]1[CH:2]=[C:3]2[N:12]3[C:7](=[CH:8][CH:9]=[CH:10][C:11]=13)[S:6][C:5]([C:13]([OH:15])=O)=[CH:4]2.ON1C(=O)CCC1=O.Cl.C(N=C=NCCCN(C)C)C.Cl.Cl.[NH2:38][CH2:39][C:40]([N:42]1[CH2:48][CH2:47][CH2:46][N:45]([CH2:49][CH2:50][CH2:51][C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)[CH2:44][CH2:43]1)=[O:41].C1CCN2C(=NCCC2)CC1.C(N(CC)CC)C>C(#N)C>[C:52]1([CH2:51][CH2:50][CH2:49][N:45]2[CH2:46][CH2:47][CH2:48][N:42]([C:40]([CH2:39][NH:38][C:13]([C:5]3[S:6][C:7]4[N:12]5[C:3](=[CH:2][N:1]=[C:11]5[CH:10]=[CH:9][CH:8]=4)[CH:4]=3)=[O:15])=[O:41])[CH2:43][CH2:44]2)[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1

参加物

8

反応物 6

HCID 8471TriethylamineHCID 80170N-HydroxysuccinimideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 10943925HCID 10943925、化合物HCID 21994118HCID 21994118、化合物

生成物 1

HCID 21993734HCID 21993734、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

To a suspension of 1.0 g (4.58 mmol.) of 5-thia-1,8b-diazaacenaphthylene-4-carboxylic acid and 1.05 g (9.12 mmol.) of N-hydroxysuccinimide in acetonitrile (20 ml) was added, at room temperature, 1.76 g (9.18 mmol.) of N-ethyl-N′-3-(N,N-dimethylamino)propylcarbodimide hydrochloride. The mixture was stirred for one hour. To the reaction system was added a solution of 1.91 g (5.48 mmol.) of 1-(aminoacetyl)-4-(3-phenylpropan-1-yl)-2,3,5,6-tetrahydro-7H-1,4-diazepine dihydrochloride, 1.67 g (10.97 mmol.) of 1,8-diazabicyclo[5.4.0]unde-7-cene (DBU) and 0.7 ml (5.0 mmol.) of triethylamine in acetonitrile (20 ml). The mixture was stirred for further one hour. The solvent was distilled off under reduced pressure. To the residue was added water. The mixture was subjected to extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous saline solution, followed by drying over magnesium sulfate. The solvent was distilled off under reduced pressure to leave a crude product, which was purified by means of a column chromatography (methanol/ethyl acetate 30-50%) to afford the object compound as an amorphous substance.

後処理

  1. additionwas added, at room temperature
  2. stirringThe mixture was stirred for further one hour
  3. distillationThe solvent was distilled off under reduced pressure
  4. additionTo the residue was added water
  5. extractionThe mixture was subjected to extraction with ethyl acetate
  6. washThe organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate
  7. dry with materialby drying over magnesium sulfate
  8. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-a32b85bb386247038a219a51878cd860
出典データセット
uspto-grants-2001_05
特許番号
US06235731B1

反応ノート

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