Dimethylformamide → HCID 21264444, compound

HRID 567103Notes

Reaction equation

HRID 567103 reaction equation
[Cl:1][C:2]1[C:21]([O:22][CH3:23])=[CH:20][C:5]2[CH:6]([C:11]3[C:19]4[O:18][CH2:17][CH2:16][C:15]=4[CH:14]=[CH:13][CH:12]=3)[CH2:7][NH:8][CH2:9][CH2:10][C:4]=2[CH:3]=1.CN(C)C=O.Cl.[CH3:30][N:31]([CH3:44])[CH2:32][CH2:33][O:34][C:35]1[CH:43]=[CH:42][C:38]([C:39](O)=[O:40])=[CH:37][CH:36]=1.Cl.CN(C)CCCN=C=NCC>C(N(CC)CC)C.ClCCl>[Cl:1][C:2]1[C:21]([O:22][CH3:23])=[CH:20][C:5]2[CH:6]([C:11]3[C:19]4[O:18][CH2:17][CH2:16][C:15]=4[CH:14]=[CH:13][CH:12]=3)[CH2:7][N:8]([C:39]([C:38]3[CH:37]=[CH:36][C:35]([O:34][CH2:33][CH2:32][N:31]([CH3:44])[CH3:30])=[CH:43][CH:42]=3)=[O:40])[CH2:9][CH2:10][C:4]=2[CH:3]=1

Participants

7

Reactant 4

HCID 6228Dimethylformamide2×HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 131748714-[2-(Dimethylamino)ethoxy]benzoic acid--hydrogen chloride (1/1)HCID 21264377HCID 21264377, compound

Product 1

HCID 21264444HCID 21264444, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8471TriethylamineSolvent

Procedure

Similarly as described in example 22 using a solution of 7-chloro-1-(2,3-dihydrobenzofuran-7-yl)-8-methoxy-1,2,4,5-tetrahydrobenzo[d]azepine in N,N-dimethylformamide (0.375 M, 0.4 ml, 0.15 mmol), a suspension of 4-(2-dimethylaminoethoxy)benzoic acid hydrochloride in N,N-dimethylformamide (0.375 M, 0.4 ml, 0.15 mmol), triethylamine (42 pi), and 0.25 ml of a suspension of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride in dichloromethane (1.73 g in 8.3 ml) affords the title compound.

Sources & evidence

ORD record
ord-9163481a9fbf4a76bb787acc97a5066d
Source dataset
uspto-grants-2001_01
Patent number
US06177443B1

Reaction notes

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