Pyridine → HCID 10140085, compound

HRID 2250759Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:8]2[N:9]=[C:10]([NH:12][C:13](=[O:23])[C:14]3[CH:19]=[CH:18][C:17]([CH2:20][NH:21][CH3:22])=[CH:16][CH:15]=3)[S:11][C:7]=2[C:6]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[CH:5][CH:4]=1.N1C=CC=CC=1.Cl[C:37]([O:39][CH3:40])=[O:38]>>[CH3:40][O:39][C:37](=[O:38])[N:21]([CH2:20][C:17]1[CH:18]=[CH:19][C:14]([C:13](=[O:23])[NH:12][C:10]2[S:11][C:7]3[C:6]([N:24]4[CH2:25][CH2:26][O:27][CH2:28][CH2:29]4)=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[C:8]=3[N:9]=2)=[CH:15][CH:16]=1)[CH3:22]

Participants

Reactant 3

HCID 1049Pyridine

HCID 6586Methyl chloroformate

HCID 10295168HCID 10295168, compound

Product 1

HCID 10140085HCID 10140085, compoundYield 66%

Procedure

N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-4-methylaminomethyl-benzamide (100 mg, 0.24 mmol), pyridine (29 μl, 0.36 mmol) and methyl chloroformate (24 μl, 0.32 mmol) were dissolved in dichloromethanel (5 ml) and stirred at ambient temperature for 18 h. Workup and purification as described in the general procedure C afforded the title compound as light yellow solid (66%), MS: m/e=471 (M+H+).

Workup

customWorkup and purification

Sources & evidence

ORD record: ord-43cea532d066472ab01b57078d0b915f
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07317007B2

Reaction notes

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