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Table 5 HPLC trend data, yield, and acetonitrile content by GC in 1

From: Facile approach for the synthesis of rivaroxaban using alternate synthon: reaction, crystallization and isolation in single pot to achieve desired yield, quality and crystal form

Expt. no.

DMSO (Vola)

ACN (Vola)

MeOH (Vola)

Yield (%)

Content by HPLC (%)

ACN content by GC (ppm)

1

14

15

NP

11

1

5

10

–

69.1

99.85

0.06

0.03

0.02

ND

1,980

2

3

8

–

75

99.86

0.07

0.02

0.02

ND

753

3

4

10

–

71

99.51

ND

0.14

ND

ND

NA

4

4

6

4

71

99.51

0.15

0.03

ND

ND

580

5

4

4

6

75.0

99.56

0.06

ND

ND

ND

256

6

4

6

4

75.1

99.72

0.12

ND

0.02

ND

NA

7

4

6

9

80.2

99.68

0.05

ND

0.05

ND

337

8

4

4

6

87

99.79

0.04

0.03

0.03

ND

424

9

4

4

4

–

99.55

0.06

ND

0.01

ND

371

10

4

2

6

–

99.68

0.05

0.04

ND

ND

283

11

6

2

6

86.4

99.81

0.04

ND

0.04

ND

110

12

6

2

6

84.2

99.84

0.03

0.02

ND

ND

135

  1. ND not detected, NA not analyzed.
  2. aVolumes used with respect to wt of 9.