Water → HCID 89620489、化合物

HRID 1499994ノート

反応式

HRID 1499994 の反応式
[Cl:1][C:2]1[C:10]([C:11]2[CH2:15][CH:14]([CH2:16][C:17]#[N:18])[O:13][N:12]=2)=[C:9]([S:19]([CH2:22][CH3:23])(=[O:21])=[O:20])[CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].C([NH:27][C:28]1[N:32]([CH3:33])[N:31]=[N:30][N:29]=1)C=C.C(Cl)(=O)C(Cl)=O.O>N1C=CC=CC=1.ClC(Cl)C>[Cl:1][C:2]1[C:10]([C:11]2[CH2:15][CH:14]([CH2:16][C:17]#[N:18])[O:13][N:12]=2)=[C:9]([S:19]([CH2:22][CH3:23])(=[O:20])=[O:21])[CH:8]=[CH:7][C:3]=1[C:4]([NH:27][C:28]1[N:32]([CH3:33])[N:31]=[N:30][N:29]=1)=[O:5]

参加物

7

反応物 4

HCID 962WaterHCID 65578Oxalyl chlorideHCID 54595140HCID 54595140、化合物HCID 67041496HCID 67041496、化合物

生成物 1

HCID 89620489HCID 89620489、化合物

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 63651,1-Dichloroethane溶媒

反応条件

温度
75 °C

実験手順

178 mg (0.5 mmol) of 2-chloro-3-[5-(cyanomethyl)-4,5-dihydro-1,2-oxazol-3-yl]-4-(ethylsulfonyl)benzoic acid and 90 mg (0.65 mmol) of N-allyl-1-methyl-1H-tetrazol-5-amine are stirred in 3 ml of pyridine at room temperature (RT) for 1 h, and then a solution of 86 mg (0.675 mmol) of oxalyl chloride in 2 ml of dichloroethane is added. Subsequently, the mixture is stirred at 75° C. for 4 h. After cooling to RT, 0.5 ml of water is added. Then the mixture is stirred at RT for 30 min. The reaction solution is filtered and concentrated. The residue is purified by means of preparative HPLC (acetonitrile/water). Yield: 19 mg (8%).

後処理

  1. temperatureAfter cooling to RT
  2. stirringThen the mixture is stirred at RT for 30 min
  3. filtrationThe reaction solution is filtered
  4. concentrationconcentrated
  5. customThe residue is purified by means of preparative HPLC (acetonitrile/water)

出典と根拠

ORDレコード
ord-89b8ed821e2b408fbdc7fc12a3897719
出典データセット
uspto-grants-2015_12
特許番号
US09204650B2

反応ノート

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