Ether hydrochloride → HCID 66876502, compound

HRID 871259Notes

Reaction equation

HRID 871259 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][O:19][CH3:20])[N:12]=[CH:11][N:10]=[C:9]2[O:21][C:22]1[CH:23]=[C:24]([NH:28][C:29]([NH:31][C:32]2[CH:36]=[C:35]([C:37]([CH3:40])([CH3:39])[CH3:38])[O:34][N:33]=2)=[O:30])[CH:25]=[CH:26][CH:27]=1.[ClH:41].CCOCC>C(Cl)Cl.CO>[ClH:41].[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][O:19][CH3:20])[N:12]=[CH:11][N:10]=[C:9]2[O:21][C:22]1[CH:23]=[C:24]([NH:28][C:29]([NH:31][C:32]2[CH:36]=[C:35]([C:37]([CH3:40])([CH3:39])[CH3:38])[O:34][N:33]=2)=[O:30])[CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 10953452Ether hydrochlorideHCID 58267939HCID 58267939, compound

Product 1

HCID 66876502HCID 66876502, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared as described in Example 6B Step 2 using 1-{3-[6,7-bis(2-methoxyethoxy)quinazolin-4-yloxy]phenyl}-3-(5-tert-butylisoxazol-3-yl)urea and 1.0 M HCl/Et2O solution (2 eq.) in CH2Cl2 and MeOH, to afford 1-{3-[6,7-bis(2-methoxyethoxy)quinazolin-4-yloxy]phenyl}-3-(5-tert-butylisoxazol-3-yl)urea hydrochloride as a solid (1.169 g, 85%). 1H NMR (300 MHz, DMSO-d6) δ 9.71 (s, 1H), 9.39 (s, 1H), 8.70 (s, 1H), 7.66 (s, 1H), 7.60 (m, 1H), 7.46 (s, 1H), 7.44 (t, 1H), 7.28 (d, 1H), 6.98 (d, 1H), 6.48 (s, 1H), 4.37 (m, 4H), 3.78 (m, 4H), 3.37 (s, 3H), 3.36 (s, 3H), 1.27 (s, 9H); LC-MS (ESI) m/z 552 (M+H)+.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-740d5b9f66124c3ba72c9214b5c74d8f
Source dataset
uspto-grants-2015_03
Patent number
US08969587B2

Reaction notes

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