L-Alaninol → HCID 69059443, compound

HRID 1864270Notes

Reaction equation

HRID 1864270 reaction equation
[NH2:1][C@@H:2]([CH3:5])[CH2:3][OH:4].[Cl:6][C:7]1[CH:8]=[C:9]([NH:21][C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][C:30]=3F)[N:25]=[CH:24][N:23]=2)[CH:10]=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1>>[NH2:1][C@@H:2]([CH3:5])[CH2:3][O:4][C:30]1[CH:29]=[CH:28][CH:27]=[C:26]2[C:31]=1[C:22]([NH:21][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=3)=[C:7]([Cl:6])[CH:8]=1)=[N:23][CH:24]=[N:25]2

Participants

3

Reactant 2

HCID 80307L-AlaninolHCID 57444972N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-fluoroquinazolin-4-amine

Product 1

HCID 69059443HCID 69059443, compoundYield 51%

Procedure

The procedure described in Example 2.4 (preparation of starting materials) was repeated using (2S)-2-aminopropan-1-ol and N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-fluoroquinazolin-4-amine (obtained as described in Example 1, preparation of starting materials) to give 5-{[(2S)-2-aminopropyl]oxy}-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]quinazolin-4-amine in 51% yield; Mass spectrum MH+ 436.4.

Workup

  1. customThe procedure described in Example 2.4 (preparation of starting materials)

Sources & evidence

ORD record
ord-3abe7d018afd45a4862024ebcc2de982
Source dataset
uspto-grants-2009_12
Patent number
US07625908B2

Reaction notes

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