Trifluoroacetic acid methylene chloride → HCID 68564037, compound

HRID 970376Notes

Reaction equation

HRID 970376 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([NH:18][CH2:19][C:20]2[CH:21]=[CH:22][C:23]3[S:28][CH2:27][C:26](=[O:29])[NH:25][C:24]=3[CH:30]=2)([C:14]([F:17])([F:16])[F:15])[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O.C(Cl)Cl>>[F:16][C:14]([F:15])([F:17])[C:11]1([NH:18][CH2:19][C:20]2[CH:21]=[CH:22][C:23]3[S:28][CH2:27][C:26](=[O:29])[NH:25][C:24]=3[CH:30]=2)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 68565409HCID 68565409, compound

Product 1

HCID 68564037HCID 68564037, compound

Procedure

A solution of 6-[{1-(tert-butoxycarbonyl)-4-(trifluoromethyl)piperidin-4-ylamino}methyl]-4H-benzo[1,4]thiazin-3-one (3f) in 1:1 TFA/CH2Cl2 is stirred at room temperature until the starting material is consumed, then is concentrated to dryness in vacuo. The residue is partitioned between dilute NaOH and CH2Cl2, and the layers are separated. The aqueous layer is extracted with CH2Cl2, and the combined organic extracts are dried (Na2SO4) and concentrated in vacuo to afford the title compound.

Workup

  1. customis consumed
  2. concentrationis concentrated to dryness in vacuo
  3. customThe residue is partitioned between dilute NaOH and CH2Cl2
  4. customthe layers are separated
  5. extractionThe aqueous layer is extracted with CH2Cl2
  6. dry with materialthe combined organic extracts are dried (Na2SO4)
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2b8063bc6a994faea6b124db82654275
Source dataset
uspto-grants-2007_12
Patent number
US07312212B2

Reaction notes

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