4-Nitrophenyl chloroformate → HCID 68634010, compound

HRID 1928870Notes

Reaction equation

HRID 1928870 reaction equation
[CH3:1][O:2][C:3]1[C:8]2[CH:9]([NH:12][C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][CH:17]=[C:18]([NH2:23])[CH:19]=4)[N:14]=3)[CH2:10][O:11][C:7]=2[CH:6]=[CH:5][CH:4]=1.Cl[C:25](OC1C=CC([N+]([O-])=O)=CC=1)=[O:26].Cl.Cl.[CH:39]([N:42]1[CH2:47][CH2:46][CH:45]([NH2:48])[CH2:44][CH2:43]1)([CH3:41])[CH3:40]>>[CH:39]([N:42]1[CH2:47][CH2:46][CH:45]([NH:48][C:25]([NH:23][C:18]2[CH:19]=[C:20]3[C:15](=[CH:16][CH:17]=2)[N:14]=[C:13]([NH:12][CH:9]2[C:8]4[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=4[O:11][CH2:10]2)[CH:22]=[CH:21]3)=[O:26])[CH2:44][CH2:43]1)([CH3:41])[CH3:40]

Participants

4

Reactant 3

HCID 821294-Nitrophenyl chloroformateHCID 177503401-(Propan-2-yl)piperidin-4-amine dihydrochlorideHCID 68631849HCID 68631849, compound

Product 1

HCID 68634010HCID 68634010, compound

Procedure

The title compound was prepared from rac-N2-(4-methoxy-2,3-dihydro-benzofuran-3-yl)-quinoline-2,6-diamine (Example 173) (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) (140 mg, 0.65 mmol) in accordance with the general method 4 described in example 170 step C and was obtained as an off-white solid (190 mg, 61%); MS: m/e=476.2 (M+H+).

Sources & evidence

ORD record
ord-cdb7be1045334beb953e6ac2233cc4b7
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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