6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine → HCID 11338120, compound

HRID 898327Notes

Reaction equation

HRID 898327 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH2:15])[CH2:8][CH2:7][CH2:6][C:5]2=1.[CH2:16]([C:19]1[CH:20]=[N:21][C:22](Cl)=[N:23][CH:24]=1)[CH2:17][CH3:18]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]1[CH:9]([NH:15][C:22]3[N:23]=[CH:24][C:19]([CH2:16][CH2:17][CH3:18])=[CH:20][N:21]=3)[CH2:8][CH2:7][CH2:6][C:5]2=1

Participants

3

Reactant 2

HCID 5978796-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amineHCID 27357842-Chloro-5-propylpyrimidine

Product 1

HCID 11338120HCID 11338120, compound

Procedure

6-Bromo-N-(5-propylpyrimidin-2-yl)-2,3,4,9-tetrahydro-1H-carbazol-1-amine was prepared from 6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine (75 mg, 0.28 mmol) and 5-propyl-2-chloropyrimidine (0.5 mL) in a similar manner as described above to give 5 mg (5%) of a yellow solid. 1H-NMR (DMSO-d6): δ 10.86 (s, 1H), 8.17 (s, 2H), 7.53 (s, 1H), 7.30 (d, 1H), 7.22 (d, 1H), 7.10 (d, 1H), 5.30-5.23 (m, 1H), 2.63-2.56 (m, 2H), 2.36 (t, 2H), 2.06-1.96 (m, 2H), 1.84-1.73 (m, 2H), 1.56-1.47 (m, 2H), 0.88 (t, 3H); MS m/z (M−1) 383, 385.

Sources & evidence

ORD record
ord-13c3b7ca921441c3ab297a5cfdd2f1ec
Source dataset
uspto-grants-2008_04
Patent number
US07351733B2

Reaction notes

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