5-Methylfuran-3-carboxylic acid → 6-(5-methylfur-3-oyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

HRID 843947Notes

Reaction equation

HRID 843947 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH2:9][CH2:8][CH:7]([N:15]([CH3:17])[CH3:16])[CH2:6][C:5]2=1.[CH3:18][C:19]1[O:23][CH:22]=[C:21]([C:24](O)=[O:25])[CH:20]=1>>[CH3:18][C:19]1[O:23][CH:22]=[C:21]([C:24]([NH:1][C:2]2[CH:3]=[C:4]3[C:12](=[CH:13][CH:14]=2)[NH:11][C:10]2[CH2:9][CH2:8][CH:7]([N:15]([CH3:17])[CH3:16])[CH2:6][C:5]3=2)=[O:25])[CH:20]=1

Participants

3

Reactant 2

HCID 1793795-Methylfuran-3-carboxylic acidHCID 226115606-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

Product 1

HCID 226115466-(5-methylfur-3-oyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazoleYield 62%

Procedure

Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 10.0 mg (0.090 mMol) 5-methylfuran-3-carboxylic acid, 7.9 mg (62%) of the title compound were recovered as a beige solid.

Sources & evidence

ORD record
ord-9cf09a4ca21e4d13842c462d6cef3a6c
Source dataset
uspto-grants-2002_04
Patent number
US06380201B1

Reaction notes

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