(1R,2S)-2-(4-(Benzyloxy)phenyl)cyclopropan-1-amine → (1R,2S)-2-(4-Bromophenyl)cyclopropan-1-amine

HRID 1023814Notes

Reaction equation

HRID 1023814 reaction equation
C(OC1C=CC([C@@H]2C[C@H]2N)=CC=1)C1C=CC=CC=1.[Br:19][C:20]1[CH:25]=[CH:24][C:23]([C@@H:26]2[CH2:28][C@H:27]2[N+:29]([O-])=O)=[CH:22][CH:21]=1>>[Br:19][C:20]1[CH:21]=[CH:22][C:23]([C@@H:26]2[CH2:28][C@H:27]2[NH2:29])=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 51888238(1R,2S)-2-(4-(Benzyloxy)phenyl)cyclopropan-1-amineHCID 670646391-Bromo-4-[(trans)-2-nitrocyclopropyl]benzene2×

Product 1

HCID 36217788(1R,2S)-2-(4-Bromophenyl)cyclopropan-1-amineYield 10%

Procedure

This compound was synthesized using the same methodology described in Intermediate D, using as starting material 1-bromo-4-[(trans)-2-nitrocyclopropyl]benzene (intermediate F). Yield: 10%. 1HNMR (CD3OD): 1.45 (m, 2H), 2.61 (m, 1H), 2.86 (m, 1H), 6.98 (d, 2H), 7.11 (d, 2H). MS (M+H): 211.9.

Workup

  1. customThis compound was synthesized

Sources & evidence

ORD record
ord-f7744edd48d8472680ae8b1b55c4bb65
Source dataset
uspto-grants-2014_05
Patent number
US08722743B2

Reaction notes

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