1-Methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid → 1,9-Dimethyl-1,3,4,9-tetrahydrothiopyrano[3,4-b]indole-1-acetic acid methyl ester

HRID 1833698Notes

Reaction equation

HRID 1833698 reaction equation
[CH3:1]C1(CC(O)=O)C2NC3C(C=2CCO1)=CC=CC=3.[CH3:19][O:20][C:21](=[O:37])[CH2:22][C:23]1([CH3:36])[C:28]2[NH:29][C:30]3[C:35]([C:27]=2[CH2:26][CH2:25][S:24]1)=[CH:34][CH:33]=[CH:32][CH:31]=3>>[CH3:19][O:20][C:21](=[O:37])[CH2:22][C:23]1([CH3:36])[C:28]2[N:29]([CH3:1])[C:30]3[C:35]([C:27]=2[CH2:26][CH2:25][S:24]1)=[CH:34][CH:33]=[CH:32][CH:31]=3

Participants

3

Reactant 2

HCID 104905711-Methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acidHCID 538355841-Methyl-1,3,4,9-tetrahydrothiopyrano[3,4-b]indole-1-acetic acid methyl ester

Product 1

HCID 543328451,9-Dimethyl-1,3,4,9-tetrahydrothiopyrano[3,4-b]indole-1-acetic acid methyl ester

Procedure

Similarly, the replacement of 1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid by an equivalent amount of 1-methyl-1,3,4,9-tetrahydrothiopyrano[3,4-b]indole-1-acetic acid methyl ester, described in Example 3, affords 1,9-dimethyl-1,3,4,9-tetrahydrothiopyrano[3,4-b]indole-1-acetic acid methyl ester.

Sources & evidence

ORD record
ord-b33d9a68ed284a62ac126116f188e5f1
Source dataset
uspto-grants-1978_01
Patent number
US04066780

Reaction notes

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