Cyclopropanemethanol → HCID 11950066, compound

HRID 1766521Notes

Reaction equation

HRID 1766521 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:9]([OH:11])=O)[CH:5]=[N:6][C:7]=1Cl.[OH:12][CH2:13][CH:14]1[CH2:16][CH2:15]1.[F:17][C:18]([F:30])([F:29])[O:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.[NH2:31][CH2:32][C:33]([CH:36]1[CH2:38][CH2:37]1)([OH:35])[CH3:34]>>[CH:36]1([C:33]([OH:35])([CH3:34])[CH2:32][NH:31][C:9](=[O:11])[C:4]2[CH:3]=[C:2]([C:23]3[CH:24]=[CH:25][C:20]([O:19][C:18]([F:30])([F:29])[F:17])=[CH:21][CH:22]=3)[C:7]([O:12][CH2:13][CH:14]3[CH2:16][CH2:15]3)=[N:6][CH:5]=2)[CH2:38][CH2:37]1

Participants

5

Reactant 4

HCID 75644CyclopropanemethanolHCID 2854335-Bromo-6-chloropyridine-3-carboxylic acidHCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 211096921-Amino-2-cyclopropylpropan-2-ol

Product 1

HCID 11950066HCID 11950066, compound

Procedure

The title compound was synthesized in analogy to Example 75, using 5-bromo-6-chloro-3-pyridinecarboxylic acid, hydroxymethyl-cyclopropan, 4-(trifluoromethoxy)-phenylboronic acid and 1-amino-2-cyclopropyl-propan-2-ol as starting materials to yield (RS)-N-(2-cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-trifluoro-methoxy-phenyl)-nicotinamide. MS (ISP) 451.3 (M+H)+.

Sources & evidence

ORD record
ord-c2c1590175cb478890eb96889d8649e0
Source dataset
uspto-grants-2007_06
Patent number
US07229999B2

Reaction notes

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