Triethylamine → HCID 59598167, compound

HRID 2265943Notes

Reaction equation

HRID 2265943 reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH2:6][NH2:7].[Br:16][C:17]1[C:22]([O:23][CH2:24][C:25](O)=[O:26])=[CH:21][CH:20]=[C:19]([C:28]([CH3:31])([CH3:30])[CH3:29])[N:18]=1.C[N+]1(C2N=C(OC)N=C(OC)N=2)CCOCC1.[Cl-].CCN(CC)CC>C1COCC1>[Br:16][C:17]1[C:22]([O:23][CH2:24][C:25]([NH:7][CH2:6][C:5]2[CH:8]=[CH:9][C:10]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])=[C:3]([F:2])[CH:4]=2)=[O:26])=[CH:21][CH:20]=[C:19]([C:28]([CH3:31])([CH3:30])[CH3:29])[N:18]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 27340594-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chlorideHCID 21097525N-[4-(aminomethyl)-2-fluorophenyl]methanesulfonamide hydrochlorideHCID 86625520HCID 86625520, compound

Product 1

HCID 59598167HCID 59598167, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Fluoro-4-methanesulfonylaminobenzylamine hydrochloride (72 mg, 0.25 mmol) was reacted with (2-bromo-6-tert-butyl-pyridin-3-yloxy)-acetic acid (64 mg), DMTMM (1.2 eq, 83 mg) and NEt3 (2.5 eq, 90 μl) in THF to give the title compound (71 mg, 58.2%) after purification by column chromatography (Hex/EtOAc=1/1).

Sources & evidence

ORD record
ord-6d3d1c5d4b8643cdaa8096f3f462c4b8
Source dataset
uspto-grants-2010_12
Patent number
US07858621B2

Reaction notes

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