HCID 59568585、化合物 → HCID 49783984、化合物

HRID 216972ノート

反応式

HRID 216972 の反応式
[C:1]([C@@H:3]([NH:27][C:28]([C:30]1([NH:36]C(=O)OC(C)(C)C)[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1)=[O:29])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([N:20]3[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]3)(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)#[N:2]>C(O)=O>[NH2:36][C:30]1([C:28]([NH:27][C@H:3]([C:1]#[N:2])[CH2:4][C:5]2[CH:6]=[CH:7][C:8]([C:11]3[CH:12]=[CH:13][C:14]([S:17]([N:20]4[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]4)(=[O:18])=[O:19])=[CH:15][CH:16]=3)=[CH:9][CH:10]=2)=[O:29])[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1

参加物

3

反応物 1

HCID 59568585HCID 59568585、化合物

生成物 1

HCID 49783984HCID 49783984、化合物収率 20.6%

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

実験手順

(S)-tert-Butyl 4-(1-cyano-2-(4′-(4-methylpiperazin-1-ylsulfonyl)biphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 29, step (ii), 250 mg) in formic acid (2 mL) was heated at 50° C. for 20 min. Volatiles were removed under reduced pressure and then azeotroped with methanol. The product was purified by reversed phase HPLC using methanol in 0.1% aqueous TFA as eluent. The residue was converted to the free base by elution through a PL-HCO3 MP cartridge in dichloromethane/methanol to afford the titled compound (43 mg).

後処理

  1. customVolatiles were removed under reduced pressure
  2. customazeotroped with methanol
  3. customThe product was purified by reversed phase
  4. washThe residue was converted to the free base by elution through a PL-HCO3 MP cartridge in dichloromethane/methanol

出典と根拠

ORDレコード
ord-2958ae81ec7340fa9ac4497958f20ba2
出典データセット
uspto-grants-2012_06
特許番号
US08193239B2

反応ノート

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