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1,2-Dichloroethane → HCID 53863499, compound

HRID 1902162
Notes
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Reaction equation

HRID 1902162 reaction equation
CC(OC([N:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[CH:14]2)[CH2:10][CH2:9]1)=O)(C)C.Cl.[CH3:29][C:30]([CH3:49])([O:32][C:33]([NH:35][C@H:36]([CH2:40][CH2:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[C:37]([OH:39])=O)=[O:34])[CH3:31].C(Cl)CCl.C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1>>[CH3:49][C:30]([O:32][C:33](=[O:34])[NH:35][CH:36]([C:37]([N:8]1[CH2:9][CH2:10][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=3)=[CH:14]2)[CH2:12][CH2:13]1)=[O:39])[CH2:40][CH2:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)([CH3:29])[CH3:31]
ParticipantsProcedureSources & evidenceReaction notes

Participants

7

Reactant 6

HCID 111,2-DichloroethaneHCID 313Hydrochloric AcidHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 7016821(R)-2-((tert-Butoxycarbonyl)amino)-5-phenylpentanoic acidHCID 54470166HCID 54470166, compound

Product 1

HCID 53863499
HCID 53863499, compound
Yield 69.7%

Procedure

The intermediate from Step A (120 mg, 0.33 1 mmol) was treated with 4N HCl as in Example 85, Step A. The residue was reacted with the compound prepared in Example 73, Step B (97 mg, 0.33 mmol), EDC (94.7 mg. 0.496 mmol), HOBT (67 mg, 0.49 mmol) and NMM (0.076 ml, 0.66 mmol) according to the procedure described for Example 1, Step A. The title compound (123 mg, 0.23 mmol) was obtained as a white solid after flash chromatography.

Sources & evidence

ORD record
ord-3b6a8d27ad7a4b89a4434850c1e6b7f6
Source dataset
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05578593

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes