HCID 10517287, compound → HCID 21835154, compound

HRID 1741288Notes

Reaction equation

HRID 1741288 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH:15]([OH:26])[CH2:16][C:17]#[C:18][Si](CC)(CC)CC)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].I[C:28]1[CH:34]=[C:33]([N:35]2[CH:39]=[N:38][N:37]=[CH:36]2)[CH:32]=[CH:31][C:29]=1[NH2:30]>>[N:37]1[N:38]=[CH:39][N:35]([C:33]2[CH:32]=[C:31]3[C:29](=[CH:28][CH:34]=2)[NH:30][CH:18]=[C:17]3[CH2:16][CH:15]([OH:26])[CH2:14][CH:11]2[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:13][CH2:12]2)[CH:36]=1

Participants

3

Reactant 2

HCID 10517287HCID 10517287, compoundHCID 21835229HCID 21835229, compound

Product 1

HCID 21835154HCID 21835154, compound

Procedure

Prepared according to the procedure described for Example 49 step d, using (±)-5-[N-(tert-butyloxycarbonyl)piperidin-4-yl]-4-hydroxy-1-triethylsilyl-1-pentyne (Example 49, step b) and 2-iodo-4-(1,2,4-triazol-4-yl)aniline. 1H NMR (250 MHz, CDCl3) δ 1.04-1.19 (3H, m), 1.44 (9H, s), 1.68 (4H, m), 2.69 (2H, bt), 2.82 (1H, dd), 3.0 (1H, dd), 4.08 (3H, m), 7.17 (1H, dd), 7.25 (2H, m), 7.50 (1H, d), 7.59 (1H, d), 8.44 (2H, s), 8.46 (1H, s).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-a997539dc9e247e7a219abef8f881a90
Source dataset
uspto-grants-1999_10
Patent number
US05973156

Reaction notes

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