Trifluoroacetic acid → (r)-2-[3-(2-Pyridin-2-yl-ethyl)-benzyl]-morpholine

HRID 2253012Notes

Reaction equation

HRID 2253012 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][C@H:10]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17](Br)[CH:16]=2)[CH2:9]1)(OC(C)(C)C)=O.C([N:29]1CCO[C@H:31]([CH2:35][C:36]2C=CC=[C:38]([CH2:42]O)[CH:37]=2)[CH2:30]1)(OC(C)(C)C)=O.C(C1C=CC=CN=1)=C.C(O)(C(F)(F)F)=O>>[N:29]1[CH:30]=[CH:31][CH:35]=[CH:36][C:37]=1[CH2:38][CH2:42][C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][CH:18]=1)[CH2:14][C@H:10]1[O:11][CH2:12][CH2:13][NH:8][CH2:9]1

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 75212-VinylpyridineHCID 67073062N-Boc-(R)-2-(3-(hydroxymethyl)benzyl)morpholineHCID 67073309N-Boc-(R)-2-(3-bromobenzyl)morpholine

Product 1

HCID 11529280(r)-2-[3-(2-Pyridin-2-yl-ethyl)-benzyl]-morpholine

Procedure

Example 69 was prepared using the procedure as described for example 31, but starting with N-Boc-(R)-2-(3-bromobenzyl)morpholine, example 31, intermediate (b), and 2-vinylpyridine. The resulting intermediate was deprotected with TFA as described for example 4 to yield the desired morpholine example 68 as a yellow oil (16 mg).

Workup

  1. customExample 69 was prepared

Sources & evidence

ORD record
ord-12d7489f4ff1402aad274ea52c35217f
Source dataset
uspto-grants-2008_01
Patent number
US07323466B2

Reaction notes

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