4-Aminopyridine → HCID 10370331, compound

HRID 1353478Notes

Reaction equation

HRID 1353478 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([NH:20][C@H:21]3[CH2:27][CH2:26][CH2:25][CH2:24][N:23]([CH2:28][C:29](O)=[O:30])[C:22]3=[O:32])=[O:19])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:33])=[CH:7][CH:8]=2)[N:3]=1.[NH2:34][C:35]1[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C>>[NH2:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:13][CH2:14][N:15]([C:18]([NH:20][C@H:21]3[CH2:27][CH2:26][CH2:25][CH2:24][N:23]([CH2:28][C:29]([NH:34][C:35]4[CH:40]=[CH:39][N:38]=[CH:37][CH:36]=4)=[O:30])[C:22]3=[O:32])=[O:19])[CH2:16][CH2:17]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:33])=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 4

HCID 17274-AminopyridineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 10480044HCID 10480044, compound

Product 1

HCID 10370331HCID 10370331, compound

Procedure

As described as example 208, (3S)-[[[4-(2-amino-7-chloro-4-quinolinyl)-1-piperazinyl]carbonyl]amino]hexahydro-2-oxo-1H-azepine-1-acetic acid, 4-aminopyridine, HATU, and diisopropylethylamine are reacted to afford the product. LC-MS: 551 (M++1). 1H NMR (CD3OD) δ 1.60–1.80 (m, 4H), 1.90 (m, 2H), 3.10 (m, 4H), 3.30 (m, 1H), 3.60 (m, 4H), 4.20 (m, 2H), 4.60 (d, 1H), 6.24 (s, 1H), 7.08 (d, 1H), 7.39 (s, 1H), 7.55 (m, 2H), 7.75 (d, 2H), 8.30 (m, 2H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-d3bc2a21f7dc4747a5724398dbf774e0
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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