Ammonium Acetate → HCID 14326747, compound

HRID 2291946Notes

Reaction equation

HRID 2291946 reaction equation
[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([S:11]([N:14]3[CH2:19][CH2:18][CH2:17][CH:16](O)[CH2:15]3)(=[O:13])=[O:12])[C:5]=2[CH:4]=[CH:3][N:2]=1.C1C2C=CC=C(S(N3CCCC(=O)C3)(=O)=O)C=2C=C[N:22]=1.C([O-])(=O)C.[NH4+].C([BH3-])#N.[Na+]>CO>[CH:1]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([S:11]([N:14]3[CH2:19][CH2:18][CH2:17][CH:16]([NH2:22])[CH2:15]3)(=[O:13])=[O:12])[C:5]=2[CH:4]=[CH:3][N:2]=1

Participants

6

Reactant 4

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 14326757HCID 14326757, compoundHCID 21278403HCID 21278403, compound

Product 1

HCID 14326747HCID 14326747, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Substantially the same procedures as in Example 13 were repeated except that 5.84 g to 1-(5-isoquinolinesulfonyl)-3-hydroxypiperidine was used in place of 5.84 g of 1-(5-isoquinolinesulfonyl)-4-hydroxypiperidine and that 2.9 g of the thus obtained 1-(5-isoquinolinesulfonyl)-3-piperidone was reacted in methanol with 2.31 g of ammonium acetate and 0.63 g of sodium cyanoborohydride at 20° C. for 24 hours. There was obtained 2.37 g of 1-(5-isoquinolinesulfonyl)-3-aminopiperidine [Compound(63)]. Compound (63) was analyzed to give the following data.

Sources & evidence

ORD record
ord-727c52b93f0f41738ca74785778b16f2
Source dataset
uspto-grants-1989_01
Patent number
US04798897

Reaction notes

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