4-Nitrophenyl chloroformate → HCID 68633503, compound

HRID 1928871Notes

Reaction equation

HRID 1928871 reaction equation
[CH2:1]([O:3][C:4]1[C:9]2[CH:10]([NH:13][C:14]3[CH:23]=[CH:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([NH2:24])[CH:20]=4)[N:15]=3)[CH2:11][O:12][C:8]=2[CH:7]=[CH:6][CH:5]=1)[CH3:2].Cl[C:26](OC1C=CC([N+]([O-])=O)=CC=1)=[O:27].Cl.Cl.[CH:40]([N:43]1[CH2:48][CH2:47][CH:46]([NH2:49])[CH2:45][CH2:44]1)([CH3:42])[CH3:41]>>[CH2:1]([O:3][C:4]1[C:9]2[CH:10]([NH:13][C:14]3[CH:23]=[CH:22][C:21]4[C:16](=[CH:17][CH:18]=[C:19]([NH:24][C:26]([NH:49][CH:46]5[CH2:47][CH2:48][N:43]([CH:40]([CH3:42])[CH3:41])[CH2:44][CH2:45]5)=[O:27])[CH:20]=4)[N:15]=3)[CH2:11][O:12][C:8]=2[CH:7]=[CH:6][CH:5]=1)[CH3:2]

Participants

4

Reactant 3

HCID 821294-Nitrophenyl chloroformateHCID 177503401-(Propan-2-yl)piperidin-4-amine dihydrochlorideHCID 68913590HCID 68913590, compound

Product 1

HCID 68633503HCID 68633503, compound

Procedure

The title compound was prepared from rac-N2-(4-ethoxy-2,3-dihydro-benzofuran-3-yl)-quinoline-2,6-diamine (Example 175) (200 mg, 0.62 mmol), 4-nitrophenyl chloroformate (125 mg, 0.62 mmol) and 1-isopropyl-piperidin-4-ylamine dihydrochloride (CAS no: 534596-29-7) (134 mg, 0.62 mmol) in accordance with the general method 4 described in example 170 step C and was obtained as an off-white solid (190 mg, 62%); MS: m/e=490.1 (M+H+).

Sources & evidence

ORD record
ord-1679683944a145e1a5b59aae183f9a9d
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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