Carbazole → HCID 71059533, compound

HRID 1425592Notes

Reaction equation

HRID 1425592 reaction equation
C1C2NC3C(=CC=CC=3)C=2C=CC=1.[F:14][CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[C:29]([N+:30]([O-])=O)=[CH:28][C:27]([CH3:33])=[CH:26][N:25]=2)=[CH:20][CH:19]=1>>[F:14][CH2:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]2[C:24]3[N:25]=[CH:26][C:27]([CH3:33])=[CH:28][C:29]=3[NH:30][C:20]=2[CH:19]=1

Participants

3

Reactant 2

HCID 6854CarbazoleHCID 71059729HCID 71059729, compound

Product 1

HCID 71059533HCID 71059533, compound

Procedure

General experimental procedure for carbazole formation was followed. Reaction was performed on a 8.9 mg scale of 2-(4-(3-fluoropropyl)phenyl)-5-methyl-3-nitropyridine. Isolated 3.6 mg (45%) of T793 as a white solid. 1H NMR (CD3OD): δ 8.48 (1H, d, J=1.6 Hz), 8.39 (1H, d, J=1.6 Hz), 8.21 (1H, d, J=8.4 Hz), 7.55 (1H, d, J=1.6 Hz), 7.34 (1H, d, J=8.4, 1.6 Hz), 4.52 (1H, t, J=6.0 Hz), 4.40 (1H, t, J=6.0 Hz), 2.97 (2H, t, J=7.6 Hz), 2.68 (3H, s), 2.03-2.15 (2H, m); MS: 243 (M+H+).

Workup

  1. customReaction
  2. customIsolated 3.6 mg (45%) of T793 as a white solid

Sources & evidence

ORD record
ord-809d3bc711c84076b708611336abb38c
Source dataset
uspto-grants-2015_01
Patent number
US08932557B2

Reaction notes

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