Acetic Acid → HCID 45111767, compound

HRID 1690601Notes

Reaction equation

HRID 1690601 reaction equation
[C:1]1([N:7]2[C:15]([NH2:16])=[C:14]3[C:9]([CH2:10][CH2:11][CH2:12][CH2:13]3)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]1(=O)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(O)(=O)C>C(Cl)Cl>[CH:17]1([NH:16][C:15]2[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[N:8]=[C:9]3[C:14]=2[CH2:13][CH2:12][CH2:11][CH2:10]3)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7967CyclohexanoneHCID 5049666Sodium triacetoxyborohydrideHCID 214555672-Phenyl-4,5,6,7-tetrahydro-2H-indazol-3-amine

Product 1

HCID 45111767HCID 45111767, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In analogy to the procedure described in example 1.1, a mixture of 2-phenyl-4,5,6,7-tetrahydro-2H-indazol-3-ylamine (Andrew, Herbert F.; Buckley, Donald. (1963), GB 926327) and cyclohexanone ([108-94-1]) was reacted with sodium triacetoxyborohydride in the presence of acetic acid in CH2Cl2 under reflux conditions for 5 h to give the title compound as colorless oil. MS: m/e=296.4 [M+H+].

Sources & evidence

ORD record
ord-5173b6b5b6e94f5b9717965aaf15b065
Source dataset
uspto-grants-2012_04
Patent number
US08153663B2

Reaction notes

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