2-(Trifluoromethyl)benzylamine → 3-amino-N-(2-(trifluoromethyl)benzyl)cyclohexanecarboxamide

HRID 1671772

反応式

HRID 1671772 の反応式
C([NH:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([OH:17])=O)[CH2:10]1)(OC(C)(C)C)=O.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C(N(C(C)C)CC)(C)C.[F:51][C:52]([F:62])([F:61])[C:53]1[CH:60]=[CH:59][CH:58]=[CH:57][C:54]=1[CH2:55][NH2:56]>CN(C)C=O>[NH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH:11]([C:15]([NH:56][CH2:55][C:54]2[CH:57]=[CH:58][CH:59]=[CH:60][C:53]=2[C:52]([F:51])([F:61])[F:62])=[O:17])[CH2:10]1

参加物

6

反応物 4

HCID 764472-(Trifluoromethyl)benzylamineHCID 81531DiisopropylethylamineHCID 44203163-(((Tert-butoxy)carbonyl)amino)cyclohexane-1-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

生成物 1

HCID 594482473-amino-N-(2-(trifluoromethyl)benzyl)cyclohexanecarboxamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 3-(Boc-amino)cyclohexanecarboxylic acid (500 mg, 2.055 mmol, 1 equivalent) in dimethylformamide (10 ml) was added O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU, 781 mg, 2.055 mmol, 1 equivalent) and diisopropylethylamine (0.716 ml, 4.11 mmol, 2 equivalents). 2-trifluoromethyl benzylamine (360 mg, 2.055 mmol, 1 equivalent) was added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated to give the crude product, which was purified with RP-HPLC. The purified compound was treated with 50% TFA in DCM (20 ml) at room temperature for 2 hours, and then the solvents were removed in vacuo. The product (103 mg, 12% yield) was carried onto the next step without further purification. MS (ES+): m/e 301.06 [M+H]+.

後処理

  1. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-74602e20f4fe4818a11231872e75c4bb
出典データセット
uspto-grants-2011_08
特許番号
US07994317B2

関連ノート

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