Diisopropylethylamine → HCID 178522747、化合物

HRID 2279644ノート

反応式

HRID 2279644 の反応式
[NH:1]1[CH:5]=[CH:4][C:3]([C:6]([OH:8])=O)=[N:2]1.CCN(C(C)C)C(C)C.Cl.[C:19]12([CH2:29][NH2:30])[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:27][CH:21]([CH2:22]3)[CH2:20]1)[CH2:26]2.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>C(#N)C.CCOC(C)=O.O>[C:19]12([CH2:29][NH:30][C:6]([C:3]3[CH:4]=[CH:5][NH:1][N:2]=3)=[O:8])[CH2:26][CH:25]3[CH2:24][CH:23]([CH2:22][CH:21]([CH2:27]3)[CH2:20]1)[CH2:28]2

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 12292952Adamantan-1-ylmethanamine hydrochlorideHCID 178524567HCID 178524567、化合物

生成物 1

HCID 178522747HCID 178522747、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6342Acetonitrile溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 1H-pyrazole-3-carboxylic acid (594 mg, 5.3 mmol) in 20 mL ACN is added 2.3 mL of DIEA (13.25 mmol), followed by 1.28 g of adamantylmethylamine hydrochloride salt (6.36 mmol). The resulting mixture is stirred for 5 min at RT. 2.81 g of BOP (6.36 mmol) is added. The reaction mixture is stirred for 30 min at RT. The mixture is diluted with EtOAc and water. The organic layer is separated, and the aqueous layer is back extracted with EtOAc. The combined organic layers are washed with brine, dried over sodium sulfate and concentrated. The residue is triturated with DCM and air-dried to give the title compound.

後処理

  1. stirringThe reaction mixture is stirred for 30 min at RT
  2. customThe organic layer is separated
  3. extractionthe aqueous layer is back extracted with EtOAc
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customThe residue is triturated with DCM
  8. customair-dried

出典と根拠

ORDレコード
ord-8dd1b89a77bd4a4183d95333255954d6
出典データセット
uspto-grants-2015_09
特許番号
US09133204B2

反応ノート

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