N-hydroxymethyl dichloroacetamide → 1-Sec-butyl-5-dichloroacetylaminomethylisoquinoline

HRID 1156922Notes

Reaction equation

HRID 1156922 reaction equation
[CH:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][N:6]=1)([CH2:3][CH3:4])[CH3:2].O[CH2:16][NH:17][C:18](=[O:22])[CH:19]([Cl:21])[Cl:20]>>[CH:1]([C:5]1[C:14]2[C:9](=[C:10]([CH2:16][NH:17][C:18](=[O:22])[CH:19]([Cl:21])[Cl:20])[CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7][N:6]=1)([CH2:3][CH3:4])[CH3:2]

Participants

3

Reactant 2

HCID 12832764N-hydroxymethyl dichloroacetamideHCID 205339291-sec-Butylisoquinoline

Product 1

HCID 205339111-Sec-butyl-5-dichloroacetylaminomethylisoquinoline

Procedure

1-sec-Butylisoquinoline and N-hydroxymethyl dichloroacetamide were reacted in the same way as in step (b) of Example 18 to afford 1-sec-butyl-5-dichloroacetylaminomethylisoquinoline. The product was reacted successively in the same way as in steps (c), (d), (e) and (f) of Example 18 to obtain 1-sec-butylisoquinoline-5-acetonitrile. The product was treated in the same way as in Example 3 to afford 1-sec-butylisoquinoline-5-acetic acid as an oil.

Sources & evidence

ORD record
ord-cba616a7370140b8911dd513af5006df
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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