Ammonia → Benzyl 4-[4-(3-carbamoylmethylphenoxymethyl)phenyl]-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

HRID 1176652Notes

Reaction equation

HRID 1176652 reaction equation
C([O:3][C:4]([CH2:6][C:7]1[CH:8]=[C:9]([CH:51]=[CH:52][CH:53]=1)[O:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]2[CH2:23][CH2:22][N:21]([C:24]([O:26][CH2:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[O:25])[CH2:20][CH:19]2[O:34][CH2:35][C:36]2[CH:37]=[CH:38][C:39]3[O:44][CH2:43][CH2:42][N:41]([CH2:45][CH2:46][CH2:47][O:48][CH3:49])[C:40]=3[CH:50]=2)=[CH:14][CH:13]=1)=O)C.[NH3:54]>O1CCCC1>[C:4]([CH2:6][C:7]1[CH:8]=[C:9]([CH:51]=[CH:52][CH:53]=1)[O:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]2[CH2:23][CH2:22][N:21]([C:24]([O:26][CH2:27][C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)=[O:25])[CH2:20][CH:19]2[O:34][CH2:35][C:36]2[CH:37]=[CH:38][C:39]3[O:44][CH2:43][CH2:42][N:41]([CH2:45][CH2:46][CH2:47][O:48][CH3:49])[C:40]=3[CH:50]=2)=[CH:14][CH:13]=1)(=[O:3])[NH2:54]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 68499173Benzyl 4-[4-(3-ethoxycarbonylmethylphenoxymethyl)phenyl]-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

Product 1

HCID 68500573Benzyl 4-[4-(3-carbamoylmethylphenoxymethyl)phenyl]-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.114 g of benzyl 4-[4-(3-ethoxycarbonylmethylphenoxymethyl)phenyl]-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate (Example 348b), 5 ml of ammonia (7N in methanol) and 1 ml tetrahydrofuran is stirred in a Supelco bottle at 80° C. for 50 hours. After concentration by evaporation, the title compound is obtained as a yellow oil. Rt=4.96.

Workup

  1. concentrationAfter concentration
  2. customby evaporation

Sources & evidence

ORD record
ord-2e6e1a22ab3b41b89dfec68fe3686e9d
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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