1-[(2R)-4-(3,4-Dichlorobenzyl)morpholin-2-yl]methanamine → 4-Nitrophenyl [(2R)-4-(3,4-dichlorobenzyl)morpholin-2-yl]methylcarbamate

HRID 1371386Notes

Reaction equation

HRID 1371386 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][CH:8]([CH2:12][NH:13][C:14](=[O:25])[O:15][C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)[CH2:7]1.ClC1C=C(C=CC=1Cl)CN1CCO[C@H](CN)C1.C1C([N+]([O-])=O)=CC=C([Cl-]C([O-])=O)C=1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:26]=[CH:27][C:28]=1[Cl:29])[CH2:5][N:6]1[CH2:11][CH2:10][O:9][C@H:8]([CH2:12][NH:13][C:14](=[O:25])[O:15][C:16]2[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=2)[CH2:7]1

Participants

3

Reactant 2

HCID 113463921-[(2R)-4-(3,4-Dichlorobenzyl)morpholin-2-yl]methanamineHCID 115394484-Nitrophenyl [4-(3,4-dichlorobenzyl)morpholin-2-yl]methylcarbamate

Product 1

HCID 867603424-Nitrophenyl [(2R)-4-(3,4-dichlorobenzyl)morpholin-2-yl]methylcarbamate

Procedure

Intermediate 14 was prepared in an analogous manner to Intermediate 10 from Intermediate 12 (0.21 g) and 4-nitrophenylchloroformate (0.17 g) to yield the title compound (0.23 g).

Sources & evidence

ORD record
ord-443e9b48fac345d8b3297cd54b99b9ae
Source dataset
uspto-grants-2007_01
Patent number
US07157457B2

Reaction notes

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