Indole → HCID 59238938, compound

HRID 1949124Notes

Reaction equation

HRID 1949124 reaction equation
N1C2C(=CC=CC=2)C=C1.[F:10][C:11]1[CH:12]=[C:13]2[C:21](=[CH:22][CH:23]=1)[NH:20][C:19]1[C:18]([C:24]#[C:25][CH2:26][N:27]([CH3:29])[CH3:28])=[C:17]3[NH:30][C:31]4[CH:32]=[CH:33][C:34]([F:37])=[CH:35][C:36]=4[C:16]3=[CH:15][C:14]2=1>>[F:37][C:34]1[CH:35]=[C:36]2[C:31](=[CH:32][CH:33]=1)[NH:30][C:17]1[C:18]([CH2:24][CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])=[C:19]3[NH:20][C:21]4[CH:22]=[CH:23][C:11]([F:10])=[CH:12][C:13]=4[C:14]3=[CH:15][C:16]2=1

Participants

3

Reactant 2

HCID 798IndoleHCID 45139072HCID 45139072, compound

Product 1

HCID 59238938HCID 59238938, compound

Procedure

The title compound was prepared in a manner analogous to Example 144 except the starting indole is 3-(2,10-difluoro-5,7-dihydroindolo[2,3-b]carbazol-6-yl)-N,N-dimethylprop-2-yn-1-amine. 1H-NMR (400 MHz, DMSO-d6) δ ppm 11.13 (br s, 2 H), 8.67 (s, 1 H), 7.88 (dd, J=9.2, 2.4 Hz, 2 H), 7.44 (dd, J=8.8, 4.4 Hz, 2 H), 7.15 (td, J=9.2, 2.4 Hz, 2 H), 3.15 (t, J=5.2 Hz, 2 H), 2.29 (t, J=7.2 Hz, 2H), 2.18 (s, 6 H), 1.94-1.83 (m, 2 H); MS (ESI) m/z 376.3 (M−H)−; MS (ESI) m/z 378.1 (M+H)+

Sources & evidence

ORD record
ord-37869de79d7a44378bffdb9a7f083c77
Source dataset
uspto-grants-2013_03
Patent number
US08399502B2

Reaction notes

Loading…