(S)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamate → (S)-(1-{4-[3-(4-Cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester

HRID 40519Notes

Reaction equation

HRID 40519 reaction equation
[C:1]([O:5][C:6](=[O:17])[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13](Br)=[CH:12][CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2].[CH:18]1([CH2:21][O:22][C:23]2[CH:33]=[CH:32][C:26]([O:27][CH:28]3[CH2:31][NH:30][CH2:29]3)=[CH:25][CH:24]=2)[CH2:20][CH2:19]1>>[C:1]([O:5][C:6](=[O:17])[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([N:30]2[CH2:31][CH:28]([O:27][C:26]3[CH:25]=[CH:24][C:23]([O:22][CH2:21][CH:18]4[CH2:19][CH2:20]4)=[CH:33][CH:32]=3)[CH2:29]2)=[CH:12][CH:11]=1)[CH3:9])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 56973617(S)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamateHCID 866890093-(4-Cyclopropylmethoxy-phenoxy)-azetidine

Product 1

HCID 86689020(S)-(1-{4-[3-(4-Cyclopropylmethoxy-phenoxy)-azetidin-1-yl]-phenyl}-ethyl)-carbamic acid tert-butyl ester

Procedure

Example 8.3 is prepared analogously to 8.1. (S)-[1-(4-Bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (1.3) and 3-(4-cyclopropylmethoxy-phenoxy)-azetidine (IX.1) are used as starting materials and the reaction temperature is 45° C.

Workup

  1. customExample 8.3 is prepared analogously to 8.1
  2. customis 45° C.

Sources & evidence

ORD record
ord-200bcd6a9a8d4b3ba3a6b42cc725c895
Source dataset
uspto-grants-2013_09
Patent number
US08530461B2

Reaction notes

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