2-Methyl-3-furoic acid → 6-(2-methylfur-3-oyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

HRID 726391Notes

Reaction equation

HRID 726391 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:20][CH:21]=[CH:22][C:23]=1[C:24](O)=[O:25]>>[CH3:18][C:19]1[O:20][CH:21]=[CH:22][C:23]=1[C:24]([NH: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)=[O:25]

Participants

3

Reactant 2

HCID 2447562-Methyl-3-furoic acidHCID 226115606-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

Product 1

HCID 226115306-(2-methylfur-3-oyl)amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazoleYield 99.1%

Procedure

Beginning with 8.7 mg (0.038 mMol) 6-amino-3-(dimethyl)amino-1,2,3,4-tetrahydro-9H-carbazole and 11 mg (0.087 mMol) 2-methylfuran-3-carboxylic acid, 12.7 mg (99%) of the title compound were recovered as a beige solid.

Sources & evidence

ORD record
ord-59fdf08e719a4763aeb88cd47e8886b4
Source dataset
uspto-grants-1998_01
Patent number
US05708187

Reaction notes

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