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2-(Methylamino)ethanol → 3-fluoro-N-(2-hydroxyethyl)-N-methyl-4-(5-(1-phenylcyclopropyl)-[1,3]thiazolo[5,4-b]pyridin-2-yl)benzamide

HRID 1177623
Notes
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Reaction equation

HRID 1177623 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]1[S:12][C:13]2[C:18]([N:19]=1)=[CH:17][CH:16]=[C:15]([C:20]1([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:22][CH2:21]1)[N:14]=2)[C:5]([OH:7])=O.[CH3:29][NH:30][CH2:31][CH2:32][OH:33]>>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]1[S:12][C:13]2[C:18]([N:19]=1)=[CH:17][CH:16]=[C:15]([C:20]1([C:23]3[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=3)[CH2:21][CH2:22]1)[N:14]=2)[C:5]([N:30]([CH2:31][CH2:32][OH:33])[CH3:29])=[O:7]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 573944063-Fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzoic acid

Product 1

HCID 591748973-fluoro-N-(2-hydroxyethyl)-N-methyl-4-(5-(1-phenylcyclopropyl)-[1,3]thiazolo[5,4-b]pyridin-2-yl)benzamide

Procedure

The title compound was synthesized using the procedure described in Example 105 above, with 3-fluoro-4-(5-(1-phenylcyclopropyl)thiazolo[5,4-b]pyridin-2-yl)benzoic acid (98 mg, 0.251 mmol) and 2-(methylamino)ethanol (24 μl, 0.301 mmol). MS (ESI) m/z: Calculated: 447.1; Observed: 448.1 (M++1).

Sources & evidence

ORD record
ord-884802d1fc0d41e19c053da8fa88c306
Source dataset
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07842685B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes