Indole → HCID 59238897, compound

HRID 1949104Notes

Reaction equation

HRID 1949104 reaction equation
[NH:1]1[C:9]2C(=CC=CC=2)[CH:3]=[CH:2]1.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>>[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][CH2:3][CH2:2][NH:1][CH3:9])=[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

3

Reactant 2

HCID 798IndoleHCID 16749420HCID 16749420, compound

Product 1

HCID 59238897HCID 59238897, 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. 1H-NMR (400 MHz, DMSO-d6) δ ppm 8.65 (s, 1 H), 8.26 (d, J=1.2 Hz, 2 H), 7.47-7.37 (m, 4 H), 4.31 (t, J=5.2 Hz, 2 H), 2.88 (t, J=5.2 Hz, 2 H), 2.39 (s, 3 H); MS (ESI) m/z 486.0 (M−H)−; MS (ESI) m/z 487.9 (M+H)+

Sources & evidence

ORD record
ord-fe90021d8bc3422fb1a1494cd7a3112f
Source dataset
uspto-grants-2013_03
Patent number
US08399502B2

Reaction notes

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