Pyridine → HCID 10140085, compound

HRID 2308526Notes

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-e4337db4688e4fe3b055854f1c2cd110
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06835732B2

Reaction notes

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