Methanesulfonyl chloride → 3-(4-(4-cyano-1-(tetrahydro-2H-pyran-2-yl)-1H-imidazo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)phenoxy)propyl methanesulfonate

HRID 2079555ノート

反応式

HRID 2079555 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:17]=[C:16]([C:18]#[N:19])[C:15]3[N:20]=[CH:21][N:22]([CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][O:24]4)[C:14]=3[CH:13]=2)=[CH:8][C:7]=1[C:29]([F:32])([F:31])[F:30].CCN(C(C)C)C(C)C.[CH3:42][S:43](Cl)(=[O:45])=[O:44]>CN1C(=O)CCC1.CCOC(C)=O>[CH3:42][S:43]([O:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:17]=[C:16]([C:18]#[N:19])[C:15]3[N:20]=[CH:21][N:22]([CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][O:24]4)[C:14]=3[CH:13]=2)=[CH:8][C:7]=1[C:29]([F:31])([F:30])[F:32])(=[O:45])=[O:44]

参加物

6

反応物 3

HCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 576575386-(4-(3-hydroxypropoxy)-3-(trifluoromethyl)phenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile

生成物 1

HCID 576575753-(4-(4-cyano-1-(tetrahydro-2H-pyran-2-yl)-1H-imidazo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)phenoxy)propyl methanesulfonate

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

To a solution of 6-(4-(3-hydroxypropoxy)-3-(trifluoromethyl)phenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-imidazo[4,5-c]pyridine-4-carbonitrile (670 mg) and DIPEA (1.4 ml) in NMP (7.5 ml) at 0° C. was added methanesulphonyl chloride (0.2 ml). The mixture was allowed to stir for 45 minutes at room temperature, then diluted with EtOAc (75 ml) and washed with saturated sodium bicarbonate (70 ml), followed by water (2×40 ml). Organic layer was dried over sodium sulphate and solvent was evaporated under reduced pressure to yield 3-(4-(4-cyano-1-(tetrahydro-2H-pyran-2-yl)-1H-imidazo[4,5-c]pyridin-6-yl)-2-(trifluoromethyl)phenoxy)propyl methanesulfonate (720 mg).

後処理

  1. washwashed with saturated sodium bicarbonate (70 ml)
  2. dry with materialOrganic layer was dried over sodium sulphate and solvent
  3. customwas evaporated under reduced pressure

出典と根拠

ORDレコード
ord-11f7150b347240caaf7a4f8dc29fedf4
出典データセット
uspto-grants-2011_04
特許番号
US07932251B2

反応ノート

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