Tert-butyl 3-(methanesulfonyloxy)azetidine-1-carboxylate → 6-{[5-(azetidin-3-yloxy)-3-chloropyridin-2-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amine hydrochloride

HRID 81636Notes

Reaction equation

HRID 81636 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([OH:26])[CH:5]=[N:6][C:7]=1[O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]=[CH:14][N:13]=[C:12]2[NH:19][C:20]1[CH:24]=[CH:23][N:22]([CH3:25])[N:21]=1.CS(O[CH:32]1[CH2:35][N:34](C(OC(C)(C)C)=O)[CH2:33]1)(=O)=O>>[ClH:1].[NH:34]1[CH2:35][CH:32]([O:26][C:4]2[CH:3]=[C:2]([Cl:1])[C:7]([O:8][C:9]3[CH:10]=[C:11]4[C:16](=[CH:17][CH:18]=3)[N:15]=[CH:14][N:13]=[C:12]4[NH:19][C:20]3[CH:24]=[CH:23][N:22]([CH3:25])[N:21]=3)=[N:6][CH:5]=2)[CH2:33]1

Participants

3

Reactant 2

HCID 10753243Tert-butyl 3-(methanesulfonyloxy)azetidine-1-carboxylateHCID 684297045-chloro-6-({4-[(1-methyl-1H-pyrazol-3-yl)amino]quinazolin-6-yl}oxy)pyridin-3-ol

Product 1

HCID 684306926-{[5-(azetidin-3-yloxy)-3-chloropyridin-2-yl]oxy}-N-(1-methyl-1H-pyrazol-3-yl)quinazoline-4-amine hydrochloride

Procedure

Using 5-chloro-6-({4-[(1-methyl-1H-pyrazol-3-yl)amino]quinazolin-6-yl}oxy)pyridin-3-ol obtained in Example 22 and tert-butyl 3-[(methylsulfonyl)oxy]azetidine-1-carboxylate, and in the same manner as in Example 6-4) and 6-5) and Example 10-2), or according to a method similar to it or according to a combination thereof with an ordinary method, the entitled compound (86 mg) was obtained as a pale yellow solid.

Sources & evidence

ORD record
ord-397223ce4ef240e5b53265efd8cef78b
Source dataset
uspto-grants-2014_09
Patent number
US08846700B2

Reaction notes

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