2-Amino-5-chloropyridine → HCID 21906417, compound

HRID 1247105Notes

Reaction equation

CNS(N(S(NC)(=O)=O)C(=O)C1C=CC=CC=1)(=O)=O.[C:20]([N:27]1[CH2:32][CH2:31][CH:30]([C:33]2[O:38][C:37](=[O:39])[C:36]3[CH:40]=[C:41]([S:44]([N:47]([CH3:49])[CH3:48])(=[O:46])=[O:45])[CH:42]=[CH:43][C:35]=3[N:34]=2)[CH2:29][CH2:28]1)([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21].[NH2:50][C:51]1[CH:56]=[CH:55][C:54]([Cl:57])=[CH:53][N:52]=1>>[C:20]([N:27]1[CH2:32][CH2:31][CH:30]([C:33]([NH:34][C:35]2[CH:43]=[CH:42][C:41]([S:44]([N:47]([CH3:48])[CH3:49])(=[O:45])=[O:46])=[CH:40][C:36]=2[C:37]([NH:50][C:51]2[CH:56]=[CH:55][C:54]([Cl:57])=[CH:53][N:52]=2)=[O:39])=[O:38])[CH2:29][CH2:28]1)([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21]

Participants

Reactant 3

HCID 661742-Amino-5-chloropyridine

HCID 21906617HCID 21906617, compound

HCID 131726014HCID 131726014, compound

Product 1

HCID 21906417HCID 21906417, compound

Procedure

Using methods substantially equivalent to those described in Example 51-D, 2-[(1-Boc-piperidin-4-ylcarbonyl)amino]-N-(5-chloropyridin-2-yl)-5-(N,N-dimethylaminosulfonylbenzamide (0.912 g, 85%) was prepared from 2-(1-Boc-piperidin-4-yl)-6-(N,N-dimethylaminosulfonyl)-4H-3,1-benzoxazin-4-one and 2-amino-5-chloropyridine.

Sources & evidence

ORD record: ord-bc41a546f806433cb1631c675836be15
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129245B2

Reaction notes

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