Ethanolamine → HCID 20767893, compound

HRID 1825191Notes

Reaction equation

HRID 1825191 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.[NH2:39][CH2:40][CH2:41][OH:42]>>[OH:42][CH2:41][CH2:40][NH:39][C:28]([C:24]1[C:23]2[CH:31]=[CH:32][C:20]([O:19][C:16]3[CH:15]=[CH:14][N:13]=[C:12]4[CH:11]=[C:10]([C:8]([N:5]5[CH2:6][CH2:7][CH:3]([O:2][CH3:1])[CH2:4]5)=[O:9])[S:18][C:17]=34)=[CH:21][C:22]=2[O:26][C:25]=1[CH3:27])=[O:30]

Participants

4

Reactant 3

HCID 700EthanolamineHCID 65578Oxalyl chlorideHCID 22143552HCID 22143552, compound

Product 1

HCID 20767893HCID 20767893, 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-aminoethanol in a manner as previously described for example 16d. 1H NMR (DMSO-d6) δ 8.57 (1H, d, J=5.6 Hz), 8.06 (1H,s), 8.00 (1H, t, J=5.3 Hz), 7.82 (1H, d, J=8.6 Hz), 7.66 (1H, d, J=2.3 Hz), 7.26 (1H, dd, J=8.3, 2.3 Hz), 6.72 (1H, d, J=5.3 Hz), 4.76(1H, m), 4.10–3.82 (3H, m), 3.67–3.59 (2H, m), 3.55 (2H, t, J=6.1 Hz), 3.37 (2H, t, J=6.1 Hz), 3.27, 3.24 (3H, 2s), 2.63 (3H, s), 2.06 (2H, m).

Sources & evidence

ORD record
ord-01cc1b13595b49e2ac869085d0f29c5c
Source dataset
uspto-grants-2006_05
Patent number
US07045528B2

Reaction notes

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