HCID 68650626, compound → HCID 59238877, compound

HRID 1949110Notes

Reaction equation

HRID 1949110 reaction equation
C([N:8]1[C:20]2[C:19]([O:21][CH2:22][CH2:23]Br)=[C:18]3[N:25](C(OC(C)(C)C)=O)[C:26]4[CH:27]=[CH:28][C:29]([Cl:32])=[CH:30][C:31]=4[C:17]3=[CH:16][C:15]=2[C:14]2[C:9]1=[CH:10][CH:11]=[C:12]([Cl:40])[CH:13]=2)(OC(C)(C)C)=O.[NH:41]1[CH:45]=[CH:44][N:43]=[N:42]1>>[N:41]1[N:42]([CH2:23][CH2:22][O:21][C:19]2[C:18]3[NH:25][C:26]4[C:31](=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=4)[C:17]=3[CH:16]=[C:15]3[C:14]4[CH:13]=[C:12]([Cl:40])[CH:11]=[CH:10][C:9]=4[NH:8][C:20]=23)[N:43]=[CH:44][CH:45]=1

Participants

3

Reactant 2

HCID 68650626HCID 68650626, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 59238877HCID 59238877, compoundYield 70%

Procedure

The title compound was prepared in a manner analogous to Example 70 except the staring material is 5,7-diBOC-2,10-dichloro-6-(2-bromoethoxy)indolo[2,3-b]carbazole and the reagent is 1,2,3-triazole. 1H-NMR (400 MHz, DMSO-d6) δ ppm 11.29 (s, 2 H), 8.70 (s, 1 H), 8.16 (d, J=2.0 Hz, 2 H), 7.88 (s, 2 H), 7.51 (d, J=8.8 Hz, 2 H), 7.37 (dd, J=8.4, 2.0 Hz, 2 H), 4.98 (t, J=6.4 Hz, 2 H), 4.71 (t, J=6.0 Hz, 2 H); MS (ESI) m/z 434.0 (M−H)−; MS (ESI) m/z 436.0 (M+H)+

Sources & evidence

ORD record
ord-713270c4c16842758d240ab3d70b00b5
Source dataset
uspto-grants-2013_03
Patent number
US08399502B2

Reaction notes

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