4-Nitrophenyl chloroformate → HCID 68631842, compound

HRID 1928872Notes

Reaction equation

HRID 1928872 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][C:6]1[C:11]2[CH:12]([NH:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[C:21]([NH2:26])[CH:22]=4)[N:17]=3)[CH2:13][O:14][C:10]=2[CH:9]=[CH:8][CH:7]=1.Cl[C:28](OC1C=CC([N+]([O-])=O)=CC=1)=[O:29].Cl.Cl.[CH:42]([N:45]1[CH2:50][CH2:49][CH:48]([NH2:51])[CH2:47][CH2:46]1)([CH3:44])[CH3:43]>>[CH:42]([N:45]1[CH2:50][CH2:49][CH:48]([NH:51][C:28]([NH:26][C:21]2[CH:22]=[C:23]3[C:18](=[CH:19][CH:20]=2)[N:17]=[C:16]([NH:15][CH:12]2[C:11]4[C:6]([O:5][CH2:4][CH2:3][O:2][CH3:1])=[CH:7][CH:8]=[CH:9][C:10]=4[O:14][CH2:13]2)[CH:25]=[CH:24]3)=[O:29])[CH2:47][CH2:46]1)([CH3:44])[CH3:43]

Participants

4

Reactant 3

HCID 821294-Nitrophenyl chloroformateHCID 177503401-(Propan-2-yl)piperidin-4-amine dihydrochlorideHCID 68913498HCID 68913498, compound

Product 1

HCID 68631842HCID 68631842, compound

Procedure

The title compound was prepared from rac-N2-[4-(2-methoxy-ethoxy)-2,3-dihydro-benzofuran-3-yl]-quinoline-2,6-diamine (Example 174) (200 mg, 0.57 mmol), 4-nitrophenyl chloroformate (115 mg, 0.57 mmol) and 1-isopropyl-piperidin-4-ylamine dihydrochloride (CAS no: 534596-29-7) (122 mg, 0.57 mmol) in accordance with the general method 4 described in example 170 step C and was obtained as an off-white solid (210 mg, 71%); MS: m/e=520.5 (M+H+).

Sources & evidence

ORD record
ord-f999c6ec996a4888a5709bb266e2d729
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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