Oxalyl chloride → HCID 20767838, compound

HRID 1825190Notes

Reaction equation

HRID 1825190 reaction equation
[CH3:1][O:2][CH:3]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[S:18][C:17]3[C:12](=[N:13][CH:14]=[CH:15][C:16]=3[O:19][C:20]3[CH:32]=[CH:31][C:23]4[C:24]([C:28]([OH:30])=O)=[C:25]([CH3:27])[O:26][C:22]=4[CH:21]=3)[CH:11]=2)=[O:9])[CH2:4]1.C(Cl)(=O)C(Cl)=O.[N:39]1([CH2:45][CH2:46][NH2:47])[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1>>[N:39]1([CH2:45][CH2:46][NH:47][C:28]([C:24]2[C:23]3[CH:31]=[CH:32][C:20]([O:19][C:16]4[CH:15]=[CH:14][N:13]=[C:12]5[CH:11]=[C:10]([C:8]([N:5]6[CH2:6][CH2:7][CH:3]([O:2][CH3:1])[CH2:4]6)=[O:9])[S:18][C:17]=45)=[CH:21][C:22]=3[O:26][C:25]=2[CH3:27])=[O:30])[CH2:44][CH2:43][O:42][CH2:41][CH2:40]1

Participants

4

Reactant 3

HCID 65578Oxalyl chlorideHCID 4082852-MorpholinoethylamineHCID 22143552HCID 22143552, compound

Product 1

HCID 20767838HCID 20767838, compound

Procedure

This material was prepared from 6-[2-(3-methoxypyrrolidine-1-carbonyl)-thieno[3,2-b]pyridin-7-yloxy]-2-methyl-benzofuran-3-carboxylic acid 89e by treatment with oxalyl chloride and 2-(morpholin-4-yl)ethylamine in a manner as previously described for example 16d. 1H NMR (DMSO-d6) δ 8.57 (1H, d, J=5.1 Hz), 8.06 (1H,s), 7.97 (1H, bs), 7.83 (1H, d, J=8.6 Hz), 7.66 (1H, s), 7.27 (1H, d, J=8.3 Hz), 6.71 (1H, d, J=5.3 Hz), 4.20–3.95 (4H, m), 3.70–3.35 (10H, m), 3.25 (3H, d, J=12.6 Hz), 2.64 (3H, s), 2.41 (3H, s), 2.06 (2H, m).

Sources & evidence

ORD record
ord-451f0fb1d12f42479b5f3656e333588f
Source dataset
uspto-grants-2006_05
Patent number
US07045528B2

Reaction notes

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