Methanol → HCID 135770581, compound

HRID 2288018Notes

Reaction equation

HRID 2288018 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:32])[NH:7][C:8]([C:12]3[CH:13]=[C:14]([S:22]([N:25]4[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]4)(=[O:24])=[O:23])[CH:15]=[CH:16][C:17]=3[O:18][CH2:19][CH2:20][CH3:21])=[N:9]2)=[CH:4][C:3]=1[N+:33]([O-:35])=[O:34].[CH3:36]O>>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:32])[NH:7][C:8]([C:12]3[CH:13]=[C:14]([S:22]([N:25]4[CH2:26][CH2:27][N:28]([CH3:31])[CH2:29][CH2:30]4)(=[O:23])=[O:24])[CH:15]=[CH:16][C:17]=3[O:18][CH2:19][CH2:20][CH2:21][CH3:36])=[N:9]2)=[CH:4][C:3]=1[N+:33]([O-:35])=[O:34]

Participants

3

Reactant 2

HCID 887Methanol2×HCID 135490461HCID 135490461, compound

Product 1

HCID 135770581HCID 135770581, compoundYield 68%

Procedure

Prepared using the above method for preparing 1-[[3-(7-chloro-3,4-dihydro-6-nitro-4-oxo-2-quinazolinyl)-4-propoxyphenyl]sulfonyl]-4-methylpiperazine, starting with 2-(2-butoxyphenyl)-7-chloro-6-nitro-4(3H)-quinazoline. Yield: 68%; LRMS [MH+] 536.2; HPLC (YMC S5 ODS 4.6×50 mm column, 4 minute gradient-0% B to 100% B, 4 mL/min flow, solvent A: 10% MeOH-90% H2O-0.2% H3PO4, solvent B: 90% MeOH-10% H2O-0.2% H3PO4) retention time 3.71 minutes.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f0dafa1b78574b3f8ec92d6ebc7e2197
Source dataset
uspto-grants-2000_07
Patent number
US06087368

Reaction notes

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