8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, hydrazide → 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[[(1,1-dimethylethoxy)carbonyl](2-furanylmethyl)amino]-1-oxopropyl]hydrazide

HRID 128659Notes

Reaction equation

HRID 128659 reaction equation
[CH3:1][C:2]([CH3:38])([O:4][C:5]([N:7]([CH2:32][C:33]1S[CH:35]=[CH:36][CH:37]=1)[CH2:8][CH2:9][C:10]([NH:12][NH:13][C:14]([N:16]1[CH2:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[O:19][C:18]2[CH:27]=[CH:28][C:29]([Cl:31])=[CH:30][C:17]1=2)=[O:15])=[O:11])=[O:6])[CH3:3].CC(C)([O:42]C(N(CC1OC=CC=1)CCC(O)=O)=O)C.ClC1C=CC2OC3C=CC=CC=3CN(C(NN)=O)C=2C=1>>[CH3:1][C:2]([CH3:38])([O:4][C:5]([N:7]([CH2:32][C:33]1[O:42][CH:35]=[CH:36][CH:37]=1)[CH2:8][CH2:9][C:10]([NH:12][NH:13][C:14]([N:16]1[CH2:22][C:21]2[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=2[O:19][C:18]2[CH:27]=[CH:28][C:29]([Cl:31])=[CH:30][C:17]1=2)=[O:15])=[O:11])=[O:6])[CH3:3]

Participants

4

Reactant 3

HCID 135604618-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, hydrazideHCID 233693913-{[(Tert-butoxy)carbonyl][(furan-2-yl)methyl]amino}propanoic acidHCID 867483638-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[[(1,1-dimethylethoxy)carbonyl](2-thienylmethyl)-amino]-1-oxopropyl]hydrazide

Product 1

HCID 867483658-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[[(1,1-dimethylethoxy)carbonyl](2-furanylmethyl)amino]-1-oxopropyl]hydrazide

Procedure

8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[[(1,1-dimethylethoxy)carbonyl](2-furanylmethyl)amino]-1-oxopropyl]hydrazide (24) was prepared in the same manner as 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[3-[[(1,1-dimethylethoxy)carbonyl](2-thienylmethyl)amino]-1-oxopropyl]hydrazide (17), as described above in Example 17, on a 0.63 mmol scale from 3-[[(1,1-dimethylethoxy)carbonyl]-(2-furanylmethyl)-amino]propanoic acid (23), prepared as described above in Example 23, and 8-chlorodibenz[b,f][1,4]-oxazepine-10(11H)-carboxylic acid, hydrazide (1), prepared as described above in Example 1, to yield 0.24 g (71%) of product.

Workup

  1. customprepared
  2. customprepared

Sources & evidence

ORD record
ord-aa1d5f2283504c7bae43b17acac70be9
Source dataset
uspto-grants-1995_11
Patent number
US05464830

Reaction notes

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