6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride → HCID 10720718, compound

HRID 863869Notes

Reaction equation

HRID 863869 reaction equation
Cl[CH2:2][CH2:3][C:4]([S:17][C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)([C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[C:9]([O:15][CH3:16])[CH:8]=1)[C:5]#[N:6].Cl.[CH3:26][O:27][C:28]1[CH:29]=[C:30]2[C:35](=[CH:36][C:37]=1[O:38][CH3:39])[CH2:34][NH:33][CH2:32][CH2:31]2>>[CH3:16][O:15][C:9]1[CH:8]=[C:7]([C:4]([S:17][C:18]2[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=2)([CH2:3][CH2:2][N:33]2[CH2:32][CH2:31][C:30]3[C:35](=[CH:36][C:37]([O:38][CH3:39])=[C:28]([O:27][CH3:26])[CH:29]=3)[CH2:34]2)[C:5]#[N:6])[CH:12]=[CH:11][C:10]=1[O:13][CH3:14]

Participants

3

Reactant 2

HCID 64560356,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochlorideHCID 10689980HCID 10689980, compound

Product 1

HCID 10720718HCID 10720718, compoundYield 12.1%

Procedure

The procedure of Example 3 is repeated using 3.3 g of α-(2-chloroethyl)-3,4-dimethoxy-α-[(4-methylphenyl)thio]benzeneacetonitrile and 1.14 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride. This affords 0.311 g of the desired product as a brown oil. MS(FAB):m/z 519 (M+H). Calcd for C30H34N2O4S 0.5H2O: C=68.28, H=6.99, N=5.31, S=6.80 Found C=68.56, H=6.55, N=5.21, S=5.73

Sources & evidence

ORD record
ord-b4425f3c47064b0a8d75f843df6c47d9
Source dataset
uspto-grants-1996_10
Patent number
US05561141

Reaction notes

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