Pyridine → HCID 10140085, compound

HRID 1063049Notes

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-3c0d6012bf834ebeaa1f143350d391fa
Source dataset: uspto-grants-2005_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06963000B2

Reaction notes

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