Hydrochloric Acid → HCID 86625732, compound

HRID 535976Notes

Reaction equation

HRID 535976 reaction equation
[F:1][C:2]([CH3:17])([CH3:16])[CH:3]([NH:8]C(=O)OC(C)(C)C)[C:4]([NH:6][CH3:7])=[O:5].[ClH:18].C(OCC)C>ClCCl>[ClH:18].[NH2:8][CH:3]([C:2]([F:1])([CH3:17])[CH3:16])[C:4]([NH:6][CH3:7])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 19362682HCID 19362682, compound

Product 1

HCID 86625732HCID 86625732, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Intermediate 66B (306 mg, 1.23 mmol) was dissolved in dichloromethane (5 mL) and was treated with 2M hydrochloric acid solution in diethyl ether (6.18 mL, 12.4 mmol). The resulting mixture was stirred for 2 hour then was concentrated under reduced pressure. The oily residue was dried overnight in a 40° C. vacuum oven to provide intermediate 66C as an off-white solid in quantitative yield. 1H-NMR (400 MHz, (CD3)2SO) δ: 1.38 (d, 3H), 1.43 (d, 3H), 2.67 (d, 3H), 3.97 (d, 1H), 8.51 (broad s, 3H), 8.76 (q, 1H).

Workup

  1. concentrationthen was concentrated under reduced pressure
  2. customThe oily residue was dried overnight in a 40° C. vacuum oven

Sources & evidence

ORD record
ord-13631ab6d1dc44419a28ce1f83af610a
Source dataset
uspto-grants-2014_10
Patent number
US08859538B2

Reaction notes

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