1,2-Dichloroethane → (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetamide

HRID 84828

反応式

HRID 84828 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@H:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12](O)=[O:13])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].C1C=C2[N:27]=NN(O)C2=CC=1.O.C(Cl)CCl.[NH4+].[OH-]>CN(C=O)C.CCOC(C)=O.O>[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@H:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:12]([NH2:27])=[O:13])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

参加物

8

反応物 4

HCID 111,2-DichloroethaneHCID 14923Ammonium HydroxideHCID 27960291-Hydroxybenzotriazole hydrateHCID 67509737(R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetic acid

生成物 1

HCID 67508351(R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetamide収率 87.5%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetic acid (90 mg, 0.27 mmol) and HOBt hydrate (62 mg, 0.40 mmol) in DMF (2 mL), EDC (74 mg, 0.38 mmol) was added. The mixture was stirred for 60 min. Then conc. NH4OH (0.100 mL, ˜1.40 mmol) was added. It was stirred for 18 h. Water and EtOAc were added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, concentrated in vacuo to give (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetamide (78 mg).

後処理

  1. stirringIt was stirred for 18 h
  2. customThe organic phase was separated
  3. washwashed with 5% NaHCO3
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c6573f14154f44da8daace8aedf63950
出典データセット
uspto-grants-2014_09
特許番号
US08846928B2

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