Hydrochloric Acid → N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-4-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)pyridine-2-carboxamide

HRID 1480317Notes

Reaction equation

HRID 1480317 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[C:11]([N:12]3[CH2:15][C:14]([F:17])([F:16])[CH2:13]3)=[CH:10][N:9]=[C:8]([C:18]([OH:20])=O)[CH:7]=2)[CH2:3][CH2:2]1.[NH2:21][CH:22]([C:26]([CH3:29])([CH3:28])[CH3:27])[C:23]([NH2:25])=[O:24].Cl>>[NH2:25][C:23](=[O:24])[CH:22]([NH:21][C:18]([C:8]1[CH:7]=[C:6]([O:5][CH2:4][CH:1]2[CH2:2][CH2:3]2)[C:11]([N:12]2[CH2:13][C:14]([F:16])([F:17])[CH2:15]2)=[CH:10][N:9]=1)=[O:20])[C:26]([CH3:29])([CH3:28])[CH3:27]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 34964442-Amino-3,3-dimethylbutanamideHCID 902040914-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid

Product 1

HCID 90204372N-(1-amino-3,3-dimethyl-1-oxobutan-2-yl)-4-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)pyridine-2-carboxamide

Procedure

The title compound was synthesized in analogy to Example 112e, using 4-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (example 53e) and 2-Amino-3,3-dimethyl-butyramide; hydrochloride (CAN 113582-42-6) as starting materials and isolated (58 mg, 83%); MS (ESI, m/z): 397.3 (M+H+).

Workup

  1. customisolated (58 mg, 83%)

Sources & evidence

ORD record
ord-c4cb88f23f234fac8fe24e2a4f797db1
Source dataset
uspto-grants-2016_08
Patent number
US09409866B2

Reaction notes

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