Diisopropylethylamine → HCID 178468169、化合物

HRID 1969013ノート

反応式

HRID 1969013 の反応式
Cl.[F:2][C:3]1[CH:4]=[CH:5][C:6]2[O:10][C:9](=[O:11])[N:8]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[C:7]=2[CH:18]=1.[CH2:19]([O:21][CH:22]1[CH2:27][CH2:26][C:25](=O)[CH2:24][CH2:23]1)[CH3:20].CCN(C(C)C)C(C)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CN1CCCC1=O.CO>[CH2:19]([O:21][C@H:22]1[CH2:27][CH2:26][C@H:25]([N:15]2[CH2:14][CH2:13][CH:12]([N:8]3[C:7]4[CH:18]=[C:3]([F:2])[CH:4]=[CH:5][C:6]=4[O:10][C:9]3=[O:11])[CH2:17][CH2:16]2)[CH2:24][CH2:23]1)[CH3:20]

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 5464704-Ethoxycyclohexan-1-oneHCID 5049666Sodium triacetoxyborohydrideHCID 68479981HCID 68479981、化合物

生成物 1

HCID 178468169HCID 178468169、化合物

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

A mixture of 5-fluoro-3-(4-piperidinyl)-1,3-benzoxazol-2(3H)-one hydrochloride D138 (0.2 g), 4-(ethyloxy)cyclohexanone (WO2007107566) (0.2 g), and Hunig's base (0.1 g) in N-methylpyrrolidone (5 mL) was stirred for 2 hours then treated with sodium triacetoxyborohydride (0.5 g) was added and stirring was continued for four days. The mixture was diluted with methanol, loaded onto a SCX column and the column was eluted with methanol followed by 2M ammonia in methanol. The methanolic ammonia fractions were evaporated and the residue was purified by high pH MDAP. Two peaks were collected and evaporated separately. The fast eluting isomer gave 3-{1-[trans-4-(ethyloxy)cyclohexyl]-4-piperidinyl}-5-fluoro-1,3-benzoxazol-2(3H)-one E52 as a white solid (7 mg).

後処理

  1. additionwas added
  2. stirringstirring
  3. waitwas continued for four days
  4. washthe column was eluted with methanol
  5. customThe methanolic ammonia fractions were evaporated
  6. customthe residue was purified by high pH MDAP
  7. customTwo peaks were collected
  8. customevaporated separately

出典と根拠

ORDレコード
ord-f0f1ef9f0cb143eebe431874e395ae04
出典データセット
uspto-grants-2013_04
特許番号
US08426443B2

反応ノート

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