Dimethylformamide → HCID 178458435, compound

HRID 2236691Notes

Reaction equation

HRID 2236691 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:11][CH2:12][CH2:13][CH3:14])=[C:8]([OH:10])[CH:9]=1.C(N(CC)CC)C.Br[C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][C:32]=1OC)[C:29](=[O:35])[NH:28][C:27](=[O:36])/[C:26]/2=[CH:37]/OC.CN(C)C=[O:43]>>[OH:43][N:28]1[C:27](=[O:36])[C:26](=[CH:37][NH:2][CH2:3][C:4]2[CH:5]=[CH:6][C:7]([O:11][CH2:12][CH2:13][CH3:14])=[C:8]([OH:10])[CH:9]=2)[C:25]2[C:30](=[CH:31][CH:32]=[CH:23][CH:24]=2)[C:29]1=[O:35]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 8471TriethylamineHCID 426258325-(Aminomethyl)-2-propoxyphenol hydrochlorideHCID 59300399(4E)-6-bromo-7-methoxy-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

Product 1

HCID 178458435HCID 178458435, compound

Procedure

A mixture of 5-Aminomethyl-2-propoxy-phenol hydrochloride (109 mg, 0.50 mmole), 4 mL of N,N-dimethylformamide and triethylamine (75 □L, 0.54 mmole) is stirred for 15 minutes. Then (4E)-6-bromo-7-methoxy-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (225 mg, 0.50 mmole) is added and the reaction mixture stirred for one hour. The product is isolated as before, to give an off-white solid, 81 mg, (44%), mp 176-8° C.; MS (ESI): m/z 369.1 (M+H).

Workup

  1. stirringthe reaction mixture stirred for one hour
  2. customThe product is isolated as before,
  3. customto give an off-white solid, 81 mg, (44%), mp 176-8° C.

Sources & evidence

ORD record
ord-a0c8c0bfbea14ed796b7d1af2e563fb3
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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