Indole → HCID 59238921, compound

HRID 1949106Notes

Reaction equation

HRID 1949106 reaction equation
N1C2C(=CC=CC=2)C=C1.C([N:17]1[C:29]2[C:28]([OH:30])=[C:27]3[N:31](C(OC(C)(C)C)=O)[C:32]4[CH:33]=[CH:34][C:35]([Br:38])=[CH:36][C:37]=4[C:26]3=[CH:25][C:24]=2[C:23]2[C:18]1=[CH:19][CH:20]=[C:21]([Br:46])[CH:22]=2)(OC(C)(C)C)=O.[CH3:47][O:48][CH2:49][CH2:50]O>>[Br:46][C:21]1[CH:22]=[C:23]2[C:18](=[CH:19][CH:20]=1)[NH:17][C:29]1[C:28]([O:30][CH2:50][CH2:49][O:48][CH3:47])=[C:27]3[NH:31][C:32]4[CH:33]=[CH:34][C:35]([Br:38])=[CH:36][C:37]=4[C:26]3=[CH:25][C:24]2=1

Participants

4

Reactant 3

HCID 798IndoleHCID 80192-MethoxyethanolHCID 16749420HCID 16749420, compound

Product 1

HCID 59238921HCID 59238921, compound

Procedure

The title compound was prepared in a manner analogous to Example 28 except the starting indole is 5,7-diBOC-2,10-dibromo-6-hydroxyindolo[2,3-b]carbazole and the reagent is 2-methoxyethanol. 1H-NMR (400 MHz, CDCl3) δ ppm 8.75 (s, 1 H), 8.21 (s, 2 H), 7.45 (d, J=6.8 Hz, 2H), 7.32-7.24 (m, 2 H), 4.43 (t, J=4.4 Hz, 2 H), 3.85 (t, J=4.4 Hz, 2 H), 3.65 (s, 3H); MS (ESI) m/z 487.0 (M−H)−

Sources & evidence

ORD record
ord-b64167e6c5f743c983b77b111d6af530
Source dataset
uspto-grants-2013_03
Patent number
US08399502B2

Reaction notes

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