Indole → HCID 54019757, compound

HRID 1459713Notes

Reaction equation

HRID 1459713 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]1([OH:33])C[CH2:14][N:13]([CH2:16][CH2:17][CH2:18][C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([N:28]4[CH:32]=[N:31][N:30]=[CH:29]4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C2C(=CC=CC=2)C=C1>CS(C)=O>[CH2:1]([NH:8][CH2:9][C:10]1([OH:33])[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][C:19]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([N:28]4[CH:32]=[N:31][N:30]=[CH:29]4)[CH:26]=3)[NH:21][CH:20]=2)[CH2:14]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 798Indole2×HCID 11647963HCID 11647963, compound

Product 1

HCID 54019757HCID 54019757, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from the foregoing t-butyloxycarbonyl-protected compound as described for 4-(benzylamino)methyl-4-hydroxy-1-(3-[5-(1,2,4-triazol-4-yl)-1H-indol-3-yl]propyl)piperidine. mp>61° C. MS, ES+, m/z=431 for (M+H)+ ; δ (360 MHz, D6 -DMSO) 1.57-1.67 (1H, m, CH), 1.72-1.86 (3H, m, CH and CH2CH2CH2)), 2.31-2.65 (8H, m 4×CH2 N), 2.72 (2H, t, J=7 Hz, CH2 -indole), 3.72 (2H, s, NHCH2Ph), 4.55 (1H, s, OH), 7.15-7.32 (7H, m, Ar--H), 7.47 (1H, d, J=8 Hz, Ar--H), 7.77 (1H, d, J=2 Hz, Ar--H), 9.00 (2H, s, triazole-H), 11.06 (1H, s, indole-NH). (Found: C, 68.40; H, 6.53; N, 18.73. C25H30N6O.0.15(CH2Cl2) requires C, 68.14; H, 6.89; N, 18.96%).

Sources & evidence

ORD record
ord-949fda247bc24334a824be6832644c4f
Source dataset
uspto-grants-1998_12
Patent number
US05854268

Reaction notes

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