Hydrochloric Acid → [Rac]-[4-(methyl-{1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propyl}-amino)-naphthalen-1-yloxy]-acetic acid

HRID 1726972ノート

反応式

HRID 1726972 の反応式
C([O:3][C:4](=[O:39])[CH2:5][O:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([N:17]([CH3:38])[CH:18]([C:21]2[C:22]([CH3:37])=[N:23][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=3)=[CH:25][CH:26]=2)[CH2:19][CH3:20])=[CH:9][CH:8]=1)C.[OH-].[Na+].Cl>C1COCC1.CCO>[CH3:38][N:17]([CH:18]([C:21]1[C:22]([CH3:37])=[N:23][C:24]([C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:34])([F:36])[F:35])[CH:28]=2)=[CH:25][CH:26]=1)[CH2:19][CH3:20])[C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:7]([O:6][CH2:5][C:4]([OH:39])=[O:3])=[CH:8][CH:9]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69036795[Rac]-[4-(methyl-{1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propyl}-amino)-naphthalen-1-yloxy]-acetic acid ethyl ester

生成物 1

HCID 11489062[Rac]-[4-(methyl-{1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propyl}-amino)-naphthalen-1-yloxy]-acetic acid

試薬・触媒・溶媒 1

HCID 21873804Tetrahydrofuran ethanol溶媒

実験手順

0.042 g (0.078 mmol) of the above prepared [rac]-[4-(methyl-{1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propyl}-amino)-naphthalen-1-yloxy]-acetic acid ethyl ester was dissolved in 0.84 ml of THF/EtOH=1/1, treated at 0° C. with 0.24 ml (3 eq.) of 1N NaOH, and kept at ambient temperature for 2 h. The reaction mixture was then neutralized with HCl dil. to pH 7, extracted with AcOEt, the organic layer was washed with water, dried over sodium sulfate, and evaporated to dryness to leave, after crystallization from AcOEt/hekane, 0.033 g of the title compound as yellowish crystals of mp. 76-78° C.

後処理

  1. extractionextracted with AcOEt
  2. washthe organic layer was washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness
  5. customto leave
  6. customafter crystallization from AcOEt/hekane, 0.033 g of the title compound as yellowish crystals of mp. 76-78° C.

出典と根拠

ORDレコード
ord-046511912399458b936801c4569d4cb7
出典データセット
uspto-grants-2009_02
特許番号
US07495001B2

反応ノート

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