Dimethylformamide → HCID 22936876, compound

HRID 388027Notes

Reaction equation

HRID 388027 reaction equation
C1([O:7][C:8](=O)[NH:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]3[C:26]4[C:21](=[CH:22][C:23]([O:29][CH2:30][C:31]5[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=5)=[C:24]([C:27]#[N:28])[CH:25]=4)[N:20]=[CH:19][CH:18]=3)=[CH:12][C:11]=2[Cl:37])C=CC=CC=1.[CH3:39][N:40](C)C=O.CN.O1CCCC1>O>[CH2:30]([O:29][C:23]1[CH:22]=[C:21]2[C:26]([C:17]([O:16][C:13]3[CH:14]=[CH:15][C:10]([NH:9][C:8]([NH:40][CH3:39])=[O:7])=[C:11]([Cl:37])[CH:12]=3)=[CH:18][CH:19]=[N:20]2)=[CH:25][C:24]=1[C:27]#[N:28])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6329MethylamineHCID 8028TetrahydrofuranHCID 67204096HCID 67204096, compound

Product 1

HCID 22936876HCID 22936876, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

[4-(7-Benzyloxy-6-cyanoquinolin-4-yloxy)-2-chlorophenyl]carbamic acid phenyl ester (1.17 g) was added to dimethylformamide (6 ml), and then a methylamine-containing 2N tetrahydrofuran solution (0.4 ml) was added and the mixture was stirred for 10 minutes. Water (15 ml) was added, and the precipitated crystals were filtered out and washed with diethyl ether to obtain the title compound (968 mg).

Workup

  1. additionwas added
  2. filtrationthe precipitated crystals were filtered out
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-770241b3237a4c27ace973a91d1e1b97
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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