6-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazole → 6-benzyloxy-3-(2-(1-isopropyl-1H-pyrazol-4-yl)ethyl)amino-1,2,3,4-tetrahydro-9H-carbazole

HRID 843944Notes

Reaction equation

HRID 843944 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17]1[CH2:16][CH2:15][CH:14]([NH2:22])[CH2:13][C:12]2=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:23]([N:26]1[CH:30]=[C:29]([CH2:31][CH2:32]OS(C)(=O)=O)[CH:28]=[N:27]1)([CH3:25])[CH3:24]>>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:19](=[CH:20][CH:21]=1)[NH:18][C:17]1[CH2:16][CH2:15][CH:14]([NH:22][CH2:32][CH2:31][C:29]3[CH:28]=[N:27][N:26]([CH:23]([CH3:25])[CH3:24])[CH:30]=3)[CH2:13][C:12]2=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 226113086-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazoleHCID 226115122-(1-isopropyl-1H-pyrazol-4-yl)-1-mesyloxyethane

Product 1

HCID 226111856-benzyloxy-3-(2-(1-isopropyl-1H-pyrazol-4-yl)ethyl)amino-1,2,3,4-tetrahydro-9H-carbazoleYield 63.4%

Procedure

Beginning with 0.698 gm (2.39 mMol) 6-benzyloxy-3-amino-1,2,3,4-tetrahydro-9H-carbazole and 0.787 gm (3.39 mMol) 2-(1-isopropyl-1H-pyrazol-4-yl)-1-mesyloxyethane, 0.649 gm (63.4%) of the desired compound were prepared by the procedure described in detail in EXAMPLE B-72.

Sources & evidence

ORD record
ord-d2488780fb504370a06dcaba5e84011c
Source dataset
uspto-grants-2002_04
Patent number
US06380201B1

Reaction notes

Loading…