Ethanol, 2-(cyclohexylamino)- → 8-(1H-Pyrazol-4-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid cyclohexyl-(2-hydroxy-ethyl)-amide

HRID 707925Notes

Reaction equation

HRID 707925 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[CH:22]=[CH:21][C:9]3[C:10]4[N:11]=[C:12]([C:18](O)=[O:19])[S:13][C:14]=4[CH2:15][CH2:16][O:17][C:8]=3[CH:7]=2)[CH:3]=[N:2]1.[CH:23]1([NH:29][CH2:30][CH2:31][OH:32])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[CH:23]1([N:29]([CH2:30][CH2:31][OH:32])[C:18]([C:12]2[S:13][C:14]3[CH2:15][CH2:16][O:17][C:8]4[CH:7]=[C:6]([C:4]5[CH:5]=[N:1][NH:2][CH:3]=5)[CH:22]=[CH:21][C:9]=4[C:10]=3[N:11]=2)=[O:19])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 17827Ethanol, 2-(cyclohexylamino)-HCID 582038838-(1H-Pyrazol-4-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid

Product 1

HCID 582041788-(1H-Pyrazol-4-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid cyclohexyl-(2-hydroxy-ethyl)-amide

Procedure

Following the procedure for 103, 8-(1H-Pyrazol-4-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene-2-carboxylic acid (50.0 mg, 0.2 mmol) was reacted with 2-(cyclohexylamino)ethanol (1.2 equiv) to give 173 (14.1 mg, M+1 439.1)

Sources & evidence

ORD record
ord-28cc7248169d48e9a58271a26c26b20c
Source dataset
uspto-grants-2015_11
Patent number
US09175009B2

Reaction notes

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