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

HRID 1371385
Notes
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Reaction equation

HRID 1371385 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
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 10171585(S)-(4-(3,4-Dichlorobenzyl)morpholin-2-YL)methanamineHCID 115394484-Nitrophenyl [4-(3,4-dichlorobenzyl)morpholin-2-yl]methylcarbamate

Product 1

HCID 117750244-Nitrophenyl [(2S)-4-(3,4-dichlorobenzyl)morpholin-2-yl]methylcarbamate

Procedure

Intermediate 13 was prepared in an analogous manner to Intermediate 10 from Intermediate 11 (0.225 g) and 4-nitrophenylchloroformate (0.182 g) to yield the title compound (0.2 g).

Sources & evidence

ORD record
ord-63e2476fb7eb4231899ca888c34c1c26
Source dataset
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07157457B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes