2-Amino-5-chloropyridine → N-(5-chloropyridin-2-yl)-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-ylcarbonyl)aminobenzamide

HRID 1247089Notes

Reaction equation

HRID 1247089 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([C:11]3[O:16][C:15](=[O:17])[C:14]4[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=4[N:12]=3)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[NH2:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][N:24]=1>>[Cl:29][C:26]1[CH:27]=[CH:28][C:23]([NH:22][C:15](=[O:17])[C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=2[NH:12][C:11]([N:8]2[CH2:7][CH2:6][C:5]3([O:4][CH2:3][CH2:2][O:1]3)[CH2:10][CH2:9]2)=[O:16])=[N:24][CH:25]=1

Participants

3

Reactant 2

HCID 661742-Amino-5-chloropyridineHCID 219066372-(1,4-Dioxa-8-azaspiro[4.5]decan-8-yl)-4H-3,1-benzoxazin-4-one

Product 1

HCID 21906181N-(5-chloropyridin-2-yl)-2-(1,4-dioxa-8-azaspiro[4.5]decan-8-ylcarbonyl)aminobenzamide

Procedure

Using a similar procedure to that described in example 51-D, 2-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-4H-3,1-benzoxazin-4-one (1.30 g, 4.51 mmol) and 2-amino-5-chloropyridine (573 mg, 4.51 mmol) yielded, after recrystallization from EtOAc, 880 mg (47%) of the titled compound.

Workup

  1. customyielded
  2. customafter recrystallization from EtOAc, 880 mg (47%) of the titled compound

Sources & evidence

ORD record
ord-53b5227c247c47c2aff9f11121405d28
Source dataset
uspto-grants-2006_10
Patent number
US07129245B2

Reaction notes

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