Dimethylamine → HCID 21101670, compound

HRID 1353457Notes

Reaction equation

HRID 1353457 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([NH:20][CH2:21][C:22]([OH:24])=O)=[O:19])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:25])=[CH:7][CH:8]=2)[N:3]=1.[CH3:26][NH:27][CH3:28].CCN(C(C)C)C(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>>[NH2:1][C:2]1[CH:11]=[C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]([NH:20][CH2:21][C:22]([N:27]([CH3:28])[CH3:26])=[O:24])=[O:19])[CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][C:6]([Cl:25])=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 4

HCID 674DimethylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58864188HCID 58864188, compound

Product 1

HCID 21101670HCID 21101670, compound

Procedure

As described for example 171, [[[4-(2-amino-7-chloro-4-quinolinyl)-1-piperazinyl]carbonyl]amino]-acetic acid, di-methylamine, iPr2NEt, and HATU are reacted to afford the product. LC-MS: 390 (M++1). 1H NMR (CDCl3): δ 3.05 (s, 6H), 3.1–3.2 (m, 4H), 3.6–3.8 (m, 4H), 4.05–4.15 (d, 2H), 4.9–5.0 (s, H), 5.8 (m, 1H), 6.1–6.2 (s, 1H), 7.1–7.2 (m, 1H), 7.6 (m, 1H), 7.7–7.8 (m, 1H).

Workup

  1. customare reacted
  2. customto afford the product

Sources & evidence

ORD record
ord-3dd784f9bf814e58b3a8bcaa9dbd35ce
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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