HCID 10528864, compound → HCID 10789314, compound

HRID 479599Notes

Reaction equation

HRID 479599 reaction equation
[C:1]1([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]1[N:16]2[C:11]([C:12]([O:17][CH2:18][C:19]([O:21]C)=[O:20])=[CH:13][CH:14]=[CH:15]2)=[C:10]([C:23](=[O:27])[C:24]([NH2:26])=[O:25])[C:9]=1[CH:28](C)C>C(Cl)(Cl)Cl>[C:1]1([C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]1[N:16]2[C:11]([C:12]([O:17][CH2:18][C:19]([OH:21])=[O:20])=[CH:13][CH:14]=[CH:15]2)=[C:10]([C:23](=[O:27])[C:24]([NH2:26])=[O:25])[C:9]=1[CH3:28]

Participants

3

Reactant 1

HCID 10528864HCID 10528864, compound

Product 1

HCID 10789314HCID 10789314, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Mp, 221-224° C. 62.1% Yield. IR νmax (nujol) 3448, 3344, 1735, 1635 (sh), 1615 cm−1. 1H NMR (CDCl3) δ 2.40 (3H, s), 4.14 (2H, s), 4.74 (2H, s), 6.38 (1H, d, J=8.1 Hz), 6.54 (1H, t, J=6.9 Hz), 6.81 (1H, d, J=7.5 Hz), 7.05-7.53 (8H, m). Analyses: Calc'd for C26H22N2O5.0.5H2O: C, 69.17; H, 5.13; N, 6.20. Found: C, 69.07; H, 5.06; N, 6.17. 2-(3-(Biphenyl-2-ylmethyl)-8-carbomethoxymethyloxy-2-isopropylindolizin-1-yl)glyoxylamide 58c. Mp, 139-141° C. 59% Yield. IR νmax (CHCl3) 3462, 3382, 3292, 1737, 1686, 1639 cm−1. 1H NMR (CDCl3) δ 1.32 (6H, d, J=7.0 Hz), 3.42 (1H, sept, J=7.0 Hz), 4.19 (2H, s), 4.59 (2H, s), 6.23 (1H, d, J=7.4 Hz), 6.45 (1H, t, J=7.0 Hz), 6.69 (1H, d, J=7.8 Hz), 6.91 (1H, br.s), 7.03-7.58 (l1H, m). Analyses: Calc'd for C28H26N2O5.1.3H2O: C, 68.09; H, 5.84; N, 5.67. Found: C, 68.02; H, 5.74; N, 5.65.

Workup

  1. customMp, 221-224° C
  2. customMp, 139-141° C

Sources & evidence

ORD record
ord-ba84cbb7b62d40d892eede46d494bd75
Source dataset
uspto-grants-2003_11
Patent number
US06645976B1

Reaction notes

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