1-(Methylamino)adamantane → HCID 178522750, compound

HRID 2279607Notes

Reaction equation

HRID 2279607 reaction equation
F[P-](F)(F)(F)(F)F.[N:8]1(O[P+](N(C)C)(N(C)C)N(C)C)[C:12]2C=CC=CC=2N=N1.[F:28][C:29]([F:39])([F:38])[C:30]1[C:34]([C:35](O)=[O:36])=[CH:33][NH:32][N:31]=1.[C:40]12(NC)[CH2:49][CH:44]3[CH2:45][CH:46]([CH2:48][CH:42]([CH2:43]3)[CH2:41]1)[CH2:47]2.C1C=CC2N(O)N=NC=2C=1.CCN(C(C)C)C(C)C.[NH4+].[Cl-]>CN(C=O)C>[C:40]12([CH2:12][NH:8][C:35]([C:34]3[C:30]([C:29]([F:39])([F:38])[F:28])=[N:31][NH:32][CH:33]=3)=[O:36])[CH2:41][CH:42]3[CH2:43][CH:44]([CH2:45][CH:46]([CH2:48]3)[CH2:47]1)[CH2:49]2

Participants

8

Reactant 6

HCID 194761-(Methylamino)adamantaneHCID 25517Ammonium ChlorideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 178524805HCID 178524805, compound

Product 1

HCID 178522750HCID 178522750, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

BOP (2.6 g, 5.8 mmol) is added to a solution of 3-trifluoromethyl-1H-pyrazole-4-carboxylic acid (1.0 g, 5.55 mmol), admantan-1-yl-methylamine (959 mg, 5.8 mmol), HOBt (200 mg, 1.4 mmol) and DIEA (1.1 mL, 6.5 mmol) in DMF (25 mL) at RT. The mixture is stirred for 14 h. The mixture is poured into a sat. NH4Cl (450 mL) and filtered to afford the title compound as a white solid.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-2e4cc8cde4a447e8bbe39bb9172222a2
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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